5-Amino-2-methylindole → {6-[7-(2-Methyl-1H-indol-5-ylamino)-thieno[3,2-b]pyridin-2-yl]-pyridin-2-yl}-(4-methyl-piperazin-1-yl)-methanone

HRID 2297855Notes

Reaction equation

HRID 2297855 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]([C:17]([N:19]4[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]4)=[O:18])[CH:14]=[CH:13][CH:12]=3)[S:10][C:3]=12.[CH3:26][C:27]1[NH:28][C:29]2[C:34]([CH:35]=1)=[CH:33][C:32]([NH2:36])=[CH:31][CH:30]=2>>[CH3:26][C:27]1[NH:28][C:29]2[C:34]([CH:35]=1)=[CH:33][C:32]([NH:36][C:2]1[CH:7]=[CH:6][N:5]=[C:4]3[CH:8]=[C:9]([C:11]4[N:16]=[C:15]([C:17]([N:19]5[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]5)=[O:18])[CH:14]=[CH:13][CH:12]=4)[S:10][C:3]=13)=[CH:31][CH:30]=2

Participants

3

Reactant 2

HCID 27339925-Amino-2-methylindoleHCID 18383088[6-(7-Chloro-thieno[3,2-b]pyridin-2-yl)-pyridin-2-yl]-(4-methyl-piperazin-1-yl)-methanone

Product 1

HCID 18382758{6-[7-(2-Methyl-1H-indol-5-ylamino)-thieno[3,2-b]pyridin-2-yl]-pyridin-2-yl}-(4-methyl-piperazin-1-yl)-methanone

Procedure

The title compound was prepared from [6-(7-chloro-thieno[3,2-b]pyridin-2-yl)-pyridin-2-yl]-(4-methyl-piperazin-1-yl)-methanone and 2-methyl-5-aminoindole by the procedure analogous to example 148(c) above. 1H NMR (400 MHz, CD3OD) δ8.06 (d, 1H), 7.90 (m, 3H), 7.58 (d, 1H), 7.30 (m, 2H), 6.93 (d, 1H), 6.62 (d, 1H), 6.10 (s, 1H), 3.77 (m, 2H), 3.59 (m, 2H), 2.55 (m, 2H), 2.40 (m, 2H), 2.40 (s, 3H), 2.31 (s, 3H); RP18-HPLC RT: 3.92 minutes; API MS: 483 (M+1).

Sources & evidence

ORD record
ord-e74eaefbd0594127b5aa6635ec58abc8
Source dataset
uspto-grants-2002_12
Patent number
US06492383B1

Reaction notes

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