5-Amino-2-methylindole → (2-Methyl-1H-indol-5-yl)-[2-(6-methyl-pyridin-2-yl)-thieno[3,2-b]pyridin-7-yl]-amine

HRID 2297844Notes

Reaction equation

HRID 2297844 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([NH2:11])=[CH:6][CH:5]=2.Cl[C:13]1[CH:18]=[CH:17][N:16]=[C:15]2[CH:19]=[C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[N:23]=3)[S:21][C:14]=12>>[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([NH:11][C:13]1[CH:18]=[CH:17][N:16]=[C:15]3[CH:19]=[C:20]([C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[N:23]=4)[S:21][C:14]=13)=[CH:6][CH:5]=2

Participants

3

Reactant 2

HCID 27339925-Amino-2-methylindoleHCID 183827617-Chloro-2-(6-methyl-pyridin-2-yl)-thieno[3,2-b]pyridine

Product 1

HCID 18382826(2-Methyl-1H-indol-5-yl)-[2-(6-methyl-pyridin-2-yl)-thieno[3,2-b]pyridin-7-yl]-amine

Procedure

The title compound was prepared from 2-methyl-5-aminoindole and 7-chloro-2-(6-methyl-pyridin-2-yl)-thieno[3,2-b]pyridine by the procedure analogous to example 148(c) above. 1H NMR (400 MHz, CD3OD) δ8.51 (d, 1H), 7.83 (s, 1H), 7.68 (m, 2H), 7.34 (m, 1H), 7.27 (d, 1H), 7.16 (d, 1H), 6.97 (dd, 1H), 6.57 (d, 1H), 6.10 (s, 1H), 2.52 (s, 3H), 2.40 (s, 3H); RP18-HPLC RT: 5.70 minutes; API MS: 371 (M+1).

Sources & evidence

ORD record
ord-10bb80b965144ea09f6f5414414c6e62
Source dataset
uspto-grants-2002_12
Patent number
US06492383B1

Reaction notes

Loading…