tert-butyl N-[(4-aminophenyl)methyl]carbamate → HCID 86692889, compound

HRID 2271660Notes

Reaction equation

HRID 2271660 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[C:5]2Cl.[NH2:18][C:19]1[CH:33]=[CH:32][C:22]([CH2:23][NH:24][C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[CH:21][CH:20]=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[C:5]2[NH:18][C:19]1[CH:33]=[CH:32][C:22]([CH2:23][NH:24][C:25](=[O:31])[O:26][C:27]([CH3:29])([CH3:30])[CH3:28])=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 2756041tert-butyl N-[(4-aminophenyl)methyl]carbamateHCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone

Product 1

HCID 86692889HCID 86692889, compoundYield 78.1%

Procedure

Following general procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (290 mg, 0.934 mmol) was reacted with tert-butyl 4-aminobenzylcarbamate (312 mg, 1.40 mmol) to afford the desired product (362 mg, 78%) as a yellow solid: ESI MS m/z 496 [C25H26BrN3O3+H]+.

Sources & evidence

ORD record
ord-972ad3e6d3744a22abdc8b3fde2a55f3
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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