Methyl 4-(aminomethyl)benzoate → Methyl 4-(acetamidomethyl)benzoate

HRID 353934Notes

Reaction equation

HRID 353934 reaction equation
[NH2:1][CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1.C(C1(N[C:34]([CH:36](NC(N2CCOCC2)=O)CC(C)(C)C)=[O:35])CC(C2C=CC=CC=2)NC(C2C=CC=CC=2)C1)#N.C(C1(NC(C(NC(N2CCOCC2)=O)CC2CCCCC2)=O)CCN(C)CC1C)#N>C(O)(=O)C>[CH3:10][O:9][C:7](=[O:8])[C:6]1[CH:5]=[CH:4][C:3]([CH2:2][NH:1][C:34](=[O:35])[CH3:36])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 571728Methyl 4-(aminomethyl)benzoateHCID 22260506Morpholine-4-carboxylic acid [1-(4-cyano-2,6-diphenyl-piperidin-4-ylcarbamoyl)-3,3-dimethyl-butyl]-amideHCID 22260549Morpholine-4-carboxylic acid [1-(4-cyano-1,3-dimethyl-piperidin-4-ylcarbamoyl)-2-cyclohexyl-ethyl]-amide

Product 1

HCID 15550681Methyl 4-(acetamidomethyl)benzoate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Methyl-4-(acetylamino-methyl)-benzoate was prepared from acetic acid and methyl 4-(aminomethyl)benzoate using a method analogous to that of Example 1-part (d). The crude N-acyl ester was saponified using a method analogous to that of Example 1-part (c). The crude product was used without further purification.

Workup

  1. customThe crude product was used without further purification

Sources & evidence

ORD record
ord-3e55fa417b3948e9b0e05d371e366b6f
Source dataset
uspto-grants-2004_06
Patent number
US06756372B2

Reaction notes

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