Methyl 4-aminobenzenebutanoate → HCID 68292716, compound

HRID 1504948Notes

Reaction equation

HRID 1504948 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([O:13]C)=O)=[CH:4][CH:3]=1.[CH3:15][NH2:16].CO>>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([NH:16][CH3:15])=[O:13])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 88628Methyl 4-aminobenzenebutanoateHCID 57454252Monomethylamine methanol

Product 1

HCID 68292716HCID 68292716, compoundYield 95%

Procedure

A solution of compound 27 (450 mg, 2.33 mmol) in CH3NH2/CH3OH (29, 50 mL) was stirred at room temperature for overnight. The reaction mixture was concentrated to dryness to give compound 30 (450 mg, 95%) as a white solid. The crude product was used directly for the next step without purification. 1H NMR (400 MHz, CDCl3) δ6.95 (d, 2H, J=8.3 Hz), 6.61 (d, 2H, J=8.3 Hz), 5.30 (br s, 1H), 3.50 (br s, 2H), 2.78 (d, 3H, J=4.8 Hz), 2.54 (t, 2H, J=7.4 Hz), 2.14 (t, 2H, J=7.4 Hz), 1.85-1.95 (m, 2H).

Workup

  1. concentrationThe reaction mixture was concentrated to dryness

Sources & evidence

ORD record
ord-282695fcf68d4b09afe229764d75b75d
Source dataset
uspto-grants-2015_12
Patent number
US09216957B2

Reaction notes

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