Oxindole → HCID 178517069, compound

HRID 1615262Notes

Reaction equation

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

Participants

Reactant 2

HCID 321710Oxindole

HCID 76846386HCID 76846386, compound

Product 1

HCID 178517069HCID 178517069, compoundYield 16.9%

Procedure

The compound was synthesized according to the method described for Example A1. Oxindole (8 mg, 0.06 mmol) was reacted with 4-chloro-1H-indazole-6-carbaldehyde (11 mg, 0.06 mmol) to give the title compound as an orange solid (3 mg, 13%). 1H NMR (400 MHz, CD3OD) δ 8.21 (s, 1H), 7.87 (s, 1H), 7.82 (s, 1H), 7.59 (d, 1H, J=7.8 Hz), 7.48 (s, 1H), 7.28 (t, 1H, J=7.9 Hz), 6.95 (d, 1H, J=7.7 Hz), 6.90 (t, 1H, J=8.2 Hz); MS ESI [M+H]+, calcd for [C16H10ClN3O+H]+ 296.1; found m/z 296.1.

Workup

customThe compound was synthesized

Sources & evidence

ORD record: ord-5c03229ca40142718b0fdc215ded270f
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765748B2

Reaction notes

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