N-(2-Oxoindolin-6-yl)acetamide → HCID 178474026, compound

HRID 1615233Notes

Reaction equation

HRID 1615233 reaction equation
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[CH:5][C:6]([NH:11][C:12](=[O:14])[CH3:13])=[CH:7][CH:8]=2)[NH:3]1.[NH:15]1[C:23]2[C:18](=[CH:19][C:20]([CH:24]=O)=[CH:21][CH:22]=2)[CH:17]=[N:16]1>>[NH:15]1[C:23]2[C:18](=[CH:19][C:20](/[CH:24]=[C:10]3/[C:2](=[O:1])[NH:3][C:4]4[C:9]/3=[CH:8][CH:7]=[C:6]([NH:11][C:12](=[O:14])[CH3:13])[CH:5]=4)=[CH:21][CH:22]=2)[CH:17]=[N:16]1

Participants

3

Reactant 2

HCID 2749839N-(2-Oxoindolin-6-yl)acetamideHCID 212506441H-Indazole-5-carboxaldehyde

Product 1

HCID 178474026HCID 178474026, compound

Procedure

The title compound was synthesized according to the method described for Example A11B except substituting N-(2-oxoindolin-6-yl)acetamide (40 mg, 0.210 mmol) and 1H-indazole-5-carbaldehyde (34 mg, 0.231 mmol) to obtain 41 mg, 61%. 1H NMR (400 MHz, d6-DMSO) δ 13.31 (s, 1H), 10.55 (s, 1H), 10.07 (s, 1H), 8.19 (s, 1H), 8.15 (s, 1H), 7.71-7.64 (m, 2H), 7.61 (s, 1H), 7.57 (d, J=8.4 Hz, 1H), 7.48 (s, 1H), 6.89 (d, J=8.3 Hz, 1H), 2.04 (s, 3H); MS ESI 319.1 [M+H]+, calcd for [C18H14N4O2+H]+ 319.12.

Workup

  1. customto obtain 41 mg, 61%

Sources & evidence

ORD record
ord-95a3b5cb5ee34cef82b06d781e026b6b
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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