Methyl 4-[(tert-butoxy)carbonylamino]-3-nitrobenzoate → Methyl 3-amino-4-[(tert-butoxycarbonyl)amino]benzoate

HRID 717523Notes

Reaction equation

HRID 717523 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:7]([O:9][CH3:10])=[O:8])([O-])=O>[Zn]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:7]([O:9][CH3:10])=[O:8]

Participants

3

Reactant 1

HCID 22988663Methyl 4-[(tert-butoxy)carbonylamino]-3-nitrobenzoate

Product 1

HCID 18621647Methyl 3-amino-4-[(tert-butoxycarbonyl)amino]benzoate

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

The title compound was prepared from the methyl 3-nitro-4-((tert-butoxycarbonyl)amino)benzoate (Example A4; 3 mmol) by reduction with zinc according to the general procedure B. Obtained as a yellow solid (71%), MS (EI) 267 [(M+1)+].

Sources & evidence

ORD record
ord-db3a3384843c452ab6abcce6e2440a41
Source dataset
uspto-grants-2015_11
Patent number
US09193710B2

Reaction notes

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