5-Amino-2-methylindole → {6-[7-(2-Methyl-1H-indol-5-ylamino)-thieno[3,2-b]pyridin-2-yl]-pyridin-2-yl}-methanol

HRID 2297854Notes

Reaction equation

HRID 2297854 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]3[N:16]=[C:15]([CH2:17][OH:18])[CH:14]=[CH:13][CH:12]=3)[S:10][C:3]=12.[CH3:19][C:20]1[NH:21][C:22]2[C:27]([CH:28]=1)=[CH:26][C:25]([NH2:29])=[CH:24][CH:23]=2>>[CH3:19][C:20]1[NH:21][C:22]2[C:27]([CH:28]=1)=[CH:26][C:25]([NH:29][C:2]1[CH:7]=[CH:6][N:5]=[C:4]3[CH:8]=[C:9]([C:11]4[N:16]=[C:15]([CH2:17][OH:18])[CH:14]=[CH:13][CH:12]=4)[S:10][C:3]=13)=[CH:24][CH:23]=2

Participants

3

Reactant 2

HCID 27339925-Amino-2-methylindoleHCID 18382959[6-(7-Chloro-thieno[3,2-b]pyridin-2-yl)-pyridin-2-yl]-methanol

Product 1

HCID 18383092{6-[7-(2-Methyl-1H-indol-5-ylamino)-thieno[3,2-b]pyridin-2-yl]-pyridin-2-yl}-methanol

Procedure

The title compound was prepared from [6-(7-chloro-thieno[3,2-b]pyridin-2-yl)-pyridin-2-yl]-methanol and 2-methyl-5-aminoindole by the procedure analogous to example 148(c) above. 1H NMR (400 MHz, CD3OD) δ8.10 (d, 1H), 7.90 (s, 1H), 7.83 (m, 2H), 7.44 (m, 1H), 7.36 (s, 1H), 7.30 (d, 1H), 6.90 (d, 1H), 6.60 (d, 1H), 6.12 (s, 1H), 3.57 (s, 2H), 2.42 (s, 3H); RP18-HPLC RT: 4.59 minutes; API MS: 387 (M+1).

Sources & evidence

ORD record
ord-a657d58e91164c6cb0015088456b3251
Source dataset
uspto-grants-2002_12
Patent number
US06492383B1

Reaction notes

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