Diethyl (4'-nitrobiphenyl-4-yl)malonate → Diethyl (4'-aminobiphenyl-4-yl)malonate

HRID 1713860Notes

Reaction equation

HRID 1713860 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-])=O.NC1C=CC(C2CCC(C(OC)=O)C2)=CC=1>>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 59464037Diethyl (4'-nitrobiphenyl-4-yl)malonateHCID 59464327Methyl 3-(4-aminophenyl)cyclopentanecarboxylate

Product 1

HCID 59464212Diethyl (4'-aminobiphenyl-4-yl)malonate

Procedure

Diethyl (4′-nitrobiphenyl-4-yl)malonate was reduced by the method of Intermediate 84, step (ii), to give the title compound; 1H NMR δ 1.17-1.22 (6H, m), 4.10-4.22 (4H, m), 4.92 (1H, s), 5.22 (2H, s), 6.63-6.66 (2H, m), 7.35-7.38 (4H, m), 7.52-7.54 (2H, m); MS m/e MH+ 328.

Sources & evidence

ORD record
ord-e80de2909a72483ca826854d712d4c70
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

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