2,5-dichloro-N-(2-((1-methylethyl)sulfonyl)phenyl)-4-pyrimidinamine → HCID 131729597, compound

HRID 1041161Notes

Reaction equation

HRID 1041161 reaction equation
[CH3:1][C:2]1([CH3:14])[CH2:8][CH2:7][CH2:6][O:5][C:4]2[C:9]([NH2:13])=[CH:10][CH:11]=[CH:12][C:3]1=2.Cl[C:16]1[N:21]=[C:20]([NH:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[S:29]([CH:32]([CH3:34])[CH3:33])(=[O:31])=[O:30])[C:19]([Cl:35])=[CH:18][N:17]=1>>[Cl:35][C:19]1[C:20]([NH:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[S:29]([CH:32]([CH3:34])[CH3:33])(=[O:31])=[O:30])=[N:21][C:16]([NH:13][C:9]2[C:4]3[O:5][CH2:6][CH2:7][CH2:8][C:2]([CH3:14])([CH3:1])[C:3]=3[CH:12]=[CH:11][CH:10]=2)=[N:17][CH:18]=1

Participants

3

Reactant 2

HCID 597643782,5-dichloro-N-(2-((1-methylethyl)sulfonyl)phenyl)-4-pyrimidinamineHCID 672643345,5-Dimethyl-2,3,4,5-tetrahydro-benzo[b]oxepin-9-ylamine

Product 1

HCID 131729597HCID 131729597, compound

Procedure

The title compound was prepared from 5,5-dimethyl-2,3,4,5-tetrahydro-benzo[b]oxepin-9-ylamine and (2,5-dichloro-pyrimidin-4-yl)-[2-(propane-2-sulfonyl)-phenyl]-amine in an analogous manner to Example 179. Product was isolated as a tan foam (42 mg, 70%). LCMS (m/e) 501 (M+H); 1H NMR (400 MHz, CDCl3) δ 9.53 (s, 1H), 8.58 (d, 1H, J=8.3 Hz), 8.20 (dd, 1H, J=5 Hz), 8.17 (s, 1H), 7.92 (d, 1H, J=7.8 Hz); 7.85 (s, 1H), 7.66 (dd, 1H, J=7.8, 8.6 Hz), 7.28 (m, 1H), 6.95 (m, 2H), 4.03 (t, 2H, J=5 Hz), 3.24 (m, 1H), 2.08 (m, 2H), 1.70 (m, 2H), 1.39 (s, 6H), 1.31 (d, 6H, J=6.8 Hz).

Sources & evidence

ORD record
ord-b61ddfec55bd4b6d9c37258b75f87170
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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