5-Chloro-3,8-dimethyl-N-(1-methyl-4-piperidinyl)-9H-pyrido[2,3-b]indole-7-carboxamide → HCID 58880097, compound

HRID 1882227Notes

Reaction equation

HRID 1882227 reaction equation
Cl[C:2]1[CH:10]=[C:9]([C:11]([NH:13][CH:14]2[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]2)=[O:12])[C:8]([CH3:21])=[C:7]2[C:3]=1[C:4]1[CH:25]=[C:24]([CH3:26])[CH:23]=[N:22][C:5]=1[NH:6]2.[CH:27]1([C:30]([NH:32][C:33]2[CH:34]=[C:35](B(O)O)[CH:36]=[CH:37][CH:38]=2)=[O:31])[CH2:29][CH2:28]1>>[CH:27]1([C:30]([NH:32][C:33]2[CH:34]=[C:35]([C:2]3[CH:10]=[C:9]([C:11]([NH:13][CH:14]4[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]4)=[O:12])[C:8]([CH3:21])=[C:7]4[C:3]=3[C:4]3[CH:25]=[C:24]([CH3:26])[CH:23]=[N:22][C:5]=3[NH:6]4)[CH:36]=[CH:37][CH:38]=2)=[O:31])[CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 161243085-Chloro-3,8-dimethyl-N-(1-methyl-4-piperidinyl)-9H-pyrido[2,3-b]indole-7-carboxamideHCID 66756412HCID 66756412, compound

Product 1

HCID 58880097HCID 58880097, compound

Procedure

The title compound was synthesized from 5-chloro-3,8-dimethyl-N-(1-methylpiperidin-4-yl)-9H-pyrido[2,3-b]indole-7-carboxamide and 3-(cyclopropanecarboxamido) phenyl boronic acid using an analogous procedure to that described in the preparation of compound 83. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.77-0.82 (m, 4H) 1.53 (qd, J=11.66, 3.41 Hz, 2H) 1.79-1.82 (m, 3H) 1.95 (t, J=10.86 Hz, 2H) 2.15 (s, 3H) 2.27 (s, 3H) 2.59 (s, 3H) 2.74 (d, J=11.12 Hz, 2H) 3.75 (m, 1H) 6.98 (s, 1H) 7.27 (d, J=7.58 Hz, 1H) 7.49 (t, J=7.96 Hz, 1H) 7.69 (d, J=2.02 Hz, 2H) 7.91 (s, 1H) 8.25-8.30 (m, 2H) 10.37 (s, 1H) 11.92 (br. s., 1H); [M+H] calc'd for C30H34N5O2, 496.3; found, 496.4.

Sources & evidence

ORD record
ord-2c5a2b52b0664290abe21e18c2ff7d64
Source dataset
uspto-grants-2012_11
Patent number
US08318939B2

Reaction notes

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