Butyryl chloride → Methyl 4-butyramido-3-methylbenzoate

HRID 1168002Notes

Reaction equation

HRID 1168002 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[CH3:12].[C:13](Cl)(=[O:17])[CH2:14][CH2:15][CH3:16]>>[C:13]([NH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[CH3:12])(=[O:17])[CH2:14][CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 8855Butyryl chlorideHCID 2736799Methyl 4-amino-3-methylbenzoate

Product 1

HCID 9856104Methyl 4-butyramido-3-methylbenzoate

Procedure

In J. Med. Chem. 1993, 4040 a synthesis of the antagonist is described which starts from methyl 4-amino-3-methylbenzoate (I) and reacts it with butyryl chloride to give methyl N-butyryl-4-amino-3-methylbenzoate (II) (see the following reaction scheme (1)).

Workup

  1. custom1993, 4040 a synthesis of the antagonist

Sources & evidence

ORD record
ord-d0155eaf81914d6882258581dfc07848
Source dataset
uspto-grants-2003_09
Patent number
US06620962B2

Reaction notes

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