4-Dimethylaminobenzoate → N-(1-(4-(4-Dimethylaminobenzamido)phenyl)-1H-indazol-5-yl)-4-dimethylaminobenzamide

HRID 2284196Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11]1[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=1)[N:6]=[CH:5]2.[CH3:18][N:19]([CH3:29])[C:20]1[CH:28]=[CH:27][C:23]([C:24]([O-])=[O:25])=[CH:22][CH:21]=1>>[CH3:18][N:19]([CH3:29])[C:20]1[CH:28]=[CH:27][C:23]([C:24]([NH:17][C:14]2[CH:15]=[CH:16][C:11]([N:7]3[C:8]4[C:4](=[CH:3][C:2]([NH:1][C:24](=[O:25])[C:23]5[CH:27]=[CH:28][C:20]([N:19]([CH3:29])[CH3:18])=[CH:21][CH:22]=5)=[CH:10][CH:9]=4)[CH:5]=[N:6]3)=[CH:12][CH:13]=2)=[O:25])=[CH:22][CH:21]=1

Participants

Reactant 2

HCID 69502454-Dimethylaminobenzoate

HCID 834142075-Amino-1-(4-aminophenyl)indazole

Product 1

HCID 67112573N-(1-(4-(4-Dimethylaminobenzamido)phenyl)-1H-indazol-5-yl)-4-dimethylaminobenzamide

Procedure

Compound 373 was prepared according to the procedure described in Scheme IV from 5-amino-1-(4-aminophenyl)indazole and 4-dimethylaminobenzoate. 1H NMR (500 MHz, Acetone-d6) δ 9.44 (s, 1H), 9.38 (s, 1H), 8.49 (s, 1H), 8.23 (s, 1H), 8.08 (d, J=9 Hz, 2H), 7.95 (d, J=9 Hz, 4H), 7.81 (m, 2H), 7.76 (d, J=9 Hz, 2H), 6.79 (d, J=9 Hz, 4H), 3.06 (s, 6H), 3.05 (s, 6H).

Sources & evidence

ORD record: ord-754dc1a3068a463eb386032268b589c3
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09144557B2

Reaction notes

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