5-Aminoindole → HCID 11516823, compound

HRID 729311Notes

Reaction equation

HRID 729311 reaction equation
Cl[C:2]1[C:3](=[O:19])[N:4]([CH2:15][CH2:16][O:17][CH3:18])[S:5](=[O:14])(=[O:13])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[NH:20]1[C:28]2[C:23](=[CH:24][C:25]([NH2:29])=[CH:26][CH:27]=2)[CH:22]=[CH:21]1>>[NH:20]1[C:28]2[C:23](=[CH:24][C:25]([NH:29][C:2]3[C:3](=[O:19])[N:4]([CH2:15][CH2:16][O:17][CH3:18])[S:5](=[O:14])(=[O:13])[C:6]=3[C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[CH:26][CH:27]=2)[CH:22]=[CH:21]1

Participants

3

Reactant 2

HCID 788675-AminoindoleHCID 672439094-Chloro-2-(2-methoxyethyl)-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Product 1

HCID 11516823HCID 11516823, compound

Procedure

The title compound was prepared from 4-chloro-2-(2-methoxyethyl)-5-phenylisothiazol-3(2H)-one 1,1-dioxide and 1H-indol-5-amine in a similar manner as described for e.g. Examples 9 and 13. 1H NMR (400 MHz, CD3CN): δ 7.78 (bs, 1H), 7.18 (t, 1H), 7.14-7.10 (m, 2H), 7.09-7.05 (m, 2H), 7.03-6.98 (m, 3H), 6.69 (dd, 1H), 6.23-6.20 (m, 1H), 3.92 (t, 2H), 3.74 (t, 2H), 3.39 (s, 3H); Mass Spectrum: M+H+ 398.

Sources & evidence

ORD record
ord-9cce347de983464bb00fd8a3c20e84fb
Source dataset
uspto-grants-2009_09
Patent number
US07582629B2

Reaction notes

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