5-Amino-2-methylindole → HCID 18382778, compound

HRID 2297856Notes

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][O:22][CH2:21][CH2:20]4)=[O:18])[CH:14]=[CH:13][CH:12]=3)[S:10][C:3]=12.[CH3:25][C:26]1[NH:27][C:28]2[C:33]([CH:34]=1)=[CH:32][C:31]([NH2:35])=[CH:30][CH:29]=2>>[CH3:25][C:26]1[NH:27][C:28]2[C:33]([CH:34]=1)=[CH:32][C:31]([NH:35][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][O:22][CH2:21][CH2:20]5)=[O:18])[CH:14]=[CH:13][CH:12]=4)[S:10][C:3]=13)=[CH:30][CH:29]=2

Participants

Reactant 2

HCID 27339925-Amino-2-methylindole

HCID 18382860HCID 18382860, compound

Product 1

HCID 18382778HCID 18382778, compound

Procedure

The title compound was prepared from [6-(7-chloro-thieno[3,2-b]pyridin-2-yl)-pyridin-2-yl]-morpholin-4-yl-methanone and 2-methyl-5-aminoindole by the procedure analogous to example 148(c) above. 1H NMR (400 MHz, CD3OD) δ8.10 (d, 1H), 7.98 (d, 1H), 7.89 (t, 1H), 7.83 (s, 1H), 7.56 (d, 1H), 7.33 (s, 1H), 7.29 (d, 1H), 6.96 (d, 1H), 6.61 (d, 1H), 6.11 (s, 1H), 3.74 (s, 4H), 3.49 (s, 4H), 2.42 (s, 3H); RP18-HPLC RT: 4.58 minutes; API MS: 470 (M+1).

Sources & evidence

ORD record: ord-9676503b821140a1bfa8dde0a2993bab
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06492383B1

Reaction notes

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