4-Amino-5-chloro-2-methoxybenzoic acid → tert-Butyl (3-{[(4-amino-5-chloro-2-methoxyphenyl)carbonyl](methyl)amino}propyl)methylcarbamate

HRID 446608

Reaction equation

HRID 446608 reaction equation
[NH2:1][C:2]1[C:10]([Cl:11])=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([O:12][CH3:13])[CH:3]=1.[CH3:14][N:15]([CH2:23][CH2:24][CH2:25][NH:26][CH3:27])[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19]>>[NH2:1][C:2]1[C:10]([Cl:11])=[CH:9][C:5]([C:6]([N:26]([CH3:27])[CH2:25][CH2:24][CH2:23][N:15]([CH3:14])[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:19])[CH3:20])=[O:8])=[C:4]([O:12][CH3:13])[CH:3]=1

Participants

3

Reactant 2

HCID 816264-Amino-5-chloro-2-methoxybenzoic acidHCID 17868293tert-butyl N-methyl-N-(3-(methylamino)propyl)carbamate

Product 1

HCID 86663478tert-Butyl (3-{[(4-amino-5-chloro-2-methoxyphenyl)carbonyl](methyl)amino}propyl)methylcarbamateYield 68.4%

Procedure

4-Amino-5-chloro-2-methoxybenzoic acid (500 mg, 2.48 mmol) and tert-butyl methyl[3-(methylamino)propyl]carbamate (652 mg, 3.22 mmol) were used to give the title compound (655 mg; yield, 68%) as a colorless oily substance according to the method described in Example 12a.

Sources & evidence

ORD record
ord-447434d1fa3f443f8a556975f88c5fac
Source dataset
uspto-grants-2013_07
Patent number
US08476253B2

Linked notes

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