HCID 22611355, compound → HCID 57955664, compound

HRID 1880846Notes

Reaction equation

HRID 1880846 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]2[N:6]([CH3:21])[C:7](=[O:20])[C:8]([F:19])([F:18])[CH2:9][N:10]([CH:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)[C:11]=2[N:12]=1.[NH:22]1[CH2:27][CH:26]=[C:25]([C:28]2[C:36]3[C:31](=[CH:32][CH:33]=[C:34]([NH2:37])[CH:35]=3)[NH:30][CH:29]=2)[CH2:24][CH2:23]1>>[CH:13]1([N:10]2[CH2:9][C:8]([F:19])([F:18])[C:7](=[O:20])[N:6]([CH3:21])[C:5]3[CH:4]=[N:3][C:2]([NH:37][C:34]4[CH:35]=[C:36]5[C:31](=[CH:32][CH:33]=4)[NH:30][CH:29]=[C:28]5[C:25]4[CH2:26][CH2:27][NH:22][CH2:23][CH:24]=4)=[N:12][C:11]2=3)[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 22611355HCID 22611355, compoundHCID 579555742-Chloro-9-cyclopentyl-7,7-difluoro-5-methyl-8,9-dihydro-5H-pyrimido[4,5-B][1,4]diazepin-6(7H)-one

Product 1

HCID 57955664HCID 57955664, compound

Procedure

The title compound was prepared using Buchwald reaction from 2-Chloro-9-cyclopentyl-7,7-difluoro-5-methyl-8,9-dihydro-5H-pyrimido[5,4-b][1,4]diazepin-6(7H)-one and 3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-amine. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.10-1.31 (m, 4 H) 1.65 (m, 8 H) 2.02 (m, 3 H) 2.98 (br. s., 2 H) 3.46 (s, 3 H) 4.02-4.25 (m, 2 H) 4.88 (br. s., 2 H) 6.26 (s, 1 H), 6.65 (d, J=8 Hz, 1 H), 7.10 (s, 1 H), 7.98 (s, 1 H) 8.34 (d, J=8.0 Hz, 1 H) 8.45 (s, 1 H). [M+H] calc'd for C26H29F2N7O, 494; found 494.

Sources & evidence

ORD record
ord-2f32ad8624fa4405855a49ec7fad5440
Source dataset
uspto-grants-2012_11
Patent number
US08318727B2

Reaction notes

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