HCID 86651965, compound → HCID 178517047, compound

HRID 1615302Notes

Reaction equation

HRID 1615302 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7](/[CH:10]=[C:11]3/[C:12](=[O:20])[NH:13][C:14]4[C:19]/3=[CH:18][CH:17]=[CH:16][CH:15]=4)[CH:8]=2)[CH:3]=[N:2]1.[S:21]1[CH:25]=[CH:24][N:23]=[C:22]1C1C2C(=CC(C=O)=CC=2)NN=1>>[S:21]1[CH:25]=[CH:24][N:23]=[C:22]1[C:3]1[C:4]2[C:9](=[CH:8][C:7](/[CH:10]=[C:11]3/[C:12](=[O:20])[NH:13][C:14]4[C:19]/3=[CH:18][CH:17]=[CH:16][CH:15]=4)=[CH:6][CH:5]=2)[NH:1][N:2]=1

Participants

3

Reactant 2

HCID 86651965HCID 86651965, compoundHCID 178517060(3E)-3-(1H-indazol-6-ylmethylidene)-1H-indol-2-one

Product 1

HCID 178517047HCID 178517047, compound

Procedure

According to the procedure for the synthesis of (E)-3-((1H-indazol-6-yl)methylene)indolin-2-one, except substituting 3-(thiazol-2-yl)-1H-indazole-6-carbaldehyde (4.6 mg, 0.02 mmol), the title compound was prepared as a yellow solid (2.3 mg, 36%). 1H NMR (400 MHz, d6-DMSO) δ 13.75 (br. s, 1H), 10.64 (br. s, 1H), 8.44 (d, J=8.5 Hz, 1H), 8.03 (d, J=3.3 Hz, 1H), 7.96 (s, 1H), 7.80-7.78 (m, 2H), 7.60 (d, 7.3 Hz, 1H), 7.58 (d, J=7.5 Hz, 1H), 7.25 (td, J=7.5, 1.0 Hz, 1H), 6.88 (d, J=7.8 Hz, 1H), 6.85 (td, J=7.5, 1.0 Hz, 1H); MS ESI 345.1 [M+H]+, calcd for [C19H12N4OS+H]+ 345.07.

Sources & evidence

ORD record
ord-ca1cb139fb02481a9c9f0c4ba1302b7f
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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