Ammonia → HCID 67383074, compound

HRID 1896299Notes

Reaction equation

HRID 1896299 reaction equation
[NH3:1].[C:2]([NH:5][C@H:6]1[CH2:10][CH2:9][C@@H:8]([C:11]([O:13]C)=O)[CH2:7]1)(=[O:4])[CH3:3]>CO>[C:2]([NH:5][C@H:6]1[CH2:10][CH2:9][C@@H:8]([C:11]([NH2:1])=[O:13])[CH2:7]1)(=[O:4])[CH3:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 67383460HCID 67383460, compound

Product 1

HCID 67383074HCID 67383074, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ammonia gas was passed into a solution of (1R,3S)-methyl 3-acetamidocyclopentanecarboxylate (180 mg, 0.96 mmol) in MeOH (5 ml) at −78° C. in a pressure bomb. The reaction mixture was slowly warmed up to room temperature and stirred for 18 h at 100° C. The reaction mixture was concentrated under reduced pressure to afford 150 mg of (1R,3S)-3-acetamidocyclopentanecarboxamide as brown oil.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-6ac92f05824c4317ae09680ce2b3d801
Source dataset
uspto-grants-2013_08
Patent number
US08518948B2

Reaction notes

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