1-Azabicyclo[2.2.1]heptane-3-carbonyl chloride, endo- (9CI)

Base Information

• Chemical Name: 1-Azabicyclo[2.2.1]heptane-3-carbonyl chloride, endo- (9CI)
• CAS No.: 730925-03-8
• Molecular Formula: C₇H₁₀ClNO
• Molecular Weight: 159.615
• Mol file: 730925-03-8.mol

Synonyms:1-Azabicyclo[2.2.1]heptane-3-carbonylchloride, endo- (9CI)

Chemical Property of 1-Azabicyclo[2.2.1]heptane-3-carbonyl chloride, endo- (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Azabicyclo[2.2.1]heptane-3-carbonyl chloride, endo- (9CI)

There total 13 articles about 1-Azabicyclo[2.2.1]heptane-3-carbonyl chloride, endo- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

cinchomeronic anhydride (4664-08-8) → (1S,3S,4S)-1-Aza-bicyclo[2.2.1]heptane-3-carbonyl chloride (130513-77-8,730925-03-8,765868-79-9,193674-17-8)

Guidance literature:

Multi-step reaction with 9 steps

1: NaBH₄ / toluene; dimethylformamide / 1.5 h / -20 - 35 °C

2: 5 M HCl / 0.5 h / Heating

3: H₂, AcOH / 10percent Rh/C / ethanol / 24 h / 90 °C / 51714.8 Torr

4: K₂CO₃ / ethanol / 0.75 h / Ambient temperature

5: HBr (gas) / 216 h / Ambient temperature

6: aq. K₂CO₃

7: H₂, AcOH / 10percent Pd/C / ethanol / 40 °C / 760 Torr

8: 8 M HCl / 2 h / Heating

9: SOCl₂ / 4.5 h / Heating

With hydrogenchloride; sodium tetrahydroborate; thionyl chloride; hydrogen bromide; hydrogen; potassium carbonate; acetic acid; palladium on activated charcoal; Rh on carbon; In ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00113a009

Reference yield:

5,6-dihydro-pyran-2-one (3393-45-1) → (1R,3S,4R)-1-Aza-bicyclo[2.2.1]heptane-3-carbonyl chloride (130513-77-8,730925-03-8,765868-79-9,193674-17-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 56 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / Ambient temperature

2: 1.) HBr gas, 2.) aq. K₂CO₃, 3.) H₂ / 3.) 10percent Pd/C

3: 5 N HCl / 4 h / Heating

4: SOCl₂ / 0.25 h

With hydrogenchloride; thionyl chloride; hydrogen bromide; hydrogen; potassium carbonate; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane;

DOI:10.1021/jm00091a007

Reference yield:

1,3-dihydrofuro<3,4-c>pyridin-3-one (5657-52-3) → (1S,3S,4S)-1-Aza-bicyclo[2.2.1]heptane-3-carbonyl chloride (130513-77-8,730925-03-8,765868-79-9,193674-17-8)

Guidance literature:

Multi-step reaction with 7 steps

1: H₂, AcOH / 10percent Rh/C / ethanol / 24 h / 90 °C / 51714.8 Torr

2: K₂CO₃ / ethanol / 0.75 h / Ambient temperature

3: HBr (gas) / 216 h / Ambient temperature

4: aq. K₂CO₃

5: H₂, AcOH / 10percent Pd/C / ethanol / 40 °C / 760 Torr

6: 8 M HCl / 2 h / Heating

7: SOCl₂ / 4.5 h / Heating

With hydrogenchloride; thionyl chloride; hydrogen bromide; hydrogen; potassium carbonate; acetic acid; palladium on activated charcoal; Rh on carbon; In ethanol;

DOI:10.1021/jm00113a009

upstream raw materials:

(1S,3S,4S)-1-Aza-bicyclo[2.2.1]heptane-3-carboxylic acid

(1R,3S,4R)-1-Aza-bicyclo[2.2.1]heptane-3-carboxylic acid

5,6-dihydro-pyran-2-one

cis-2-benzylhexahydropyrano<3,4-c>pyrrol-4(3aH)-one

Refernces

• 1、 Orlek, Barry S.,Blaney, Frank E.,Brown, Frank,Clark, Michael S. G.,Hadley, Michael S.,et al.. "Comparison of Azabicyclic Esters and Oxadiazoles as Ligands for the Muscarinic Receptor". . p. 2726 - 2735. Retrieved 2007/10/02.