Ammonia → (Z)-3-amino-N-(3-chloro-4-morpholinophenyl)but-2-enamide

HRID 56230Notes

Reaction equation

HRID 56230 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:14][C:15](=[O:20])[CH2:16][C:17](=O)[CH3:18])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1.[NH3:21]>CO>[NH2:21]/[C:17](/[CH3:18])=[CH:16]\[C:15]([NH:14][C:4]1[CH:5]=[CH:6][C:7]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[C:2]([Cl:1])[CH:3]=1)=[O:20]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 90022603N-(3-chloro-4-morpholinophenyl)-3-oxobutanamide

Product 1

HCID 90023336(Z)-3-amino-N-(3-chloro-4-morpholinophenyl)but-2-enamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of N-(3-chloro-4-morpholinophenyl)-3-oxobutanamide (2.0 g, 6.74 mmol), MeOH (15 mL) and ammonia (15 mL) was stirred at rt overnight. The mixture was then concentrated in vacuo to give the title compound, which was used for next step without further purification.

Workup

  1. concentrationThe mixture was then concentrated in vacuo

Sources & evidence

ORD record
ord-5acc8c99386740ccba8efb9ce2cdfd0a
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Reaction notes

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