Ammonium Hydroxide → HCID 67312392, compound

HRID 239549Notes

Reaction equation

HRID 239549 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[S:12][C:11]([CH:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)=[N:10][C:9]=2[C:19]2[C:20]([F:35])=[C:21]([NH:25][S:26]([C:29]3[CH:33]=[CH:32][N:31]([CH3:34])[N:30]=3)(=[O:28])=[O:27])[CH:22]=[CH:23][CH:24]=2)[CH:5]=[CH:4][N:3]=1.[OH-].[NH4+:37]>>[ClH:1].[NH2:37][C:2]1[N:7]=[C:6]([C:8]2[S:12][C:11]([CH:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)=[N:10][C:9]=2[C:19]2[C:20]([F:35])=[C:21]([NH:25][S:26]([C:29]3[CH:33]=[CH:32][N:31]([CH3:34])[N:30]=3)(=[O:28])=[O:27])[CH:22]=[CH:23][CH:24]=2)[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 86636605HCID 86636605, compound

Product 1

HCID 67312392HCID 67312392, compound

Procedure

Following a procedure analogous to the procedure described in Example 282 using N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-methyl-1H-pyrazole-3-sulfonamide (640 mg, 1.19 mmol) and ammonium hydroxide (15 ml), the title compound was obtained as a white solid (340 mg, 51.5%). 1HNMR (MEOD-d4): δ ppm 7.93-7.95 (d, J=6.0 Hz, 1H), 7.59-7.59 (d, J=2.0 Hz, 1H), 7.46-7.50 (dd, J1=7.8 Hz, J2=1.6 Hz, 1H), 7.24-7.28 (dd, J1=6.8 Hz, J2=1.6 Hz, 1H), 7.15-7.18 (t, J=7.8 Hz, 1H), 6.54-6.55 (d, J=2.4 Hz, 1H), 6.32-6.34 (d, J=6.0 Hz, 1H), 3.92-3.96 (dd, J1=11.6 Hz, J2=2.4 Hz, 1H), 3.80 (s, 3H), 3.45-3.51 (dd, J1=11.6 Hz, J2=2.0 Hz, 2H), 3.21-3.28 (m, 1H), 1.96-2.00 (dd, J1=12.8 Hz, J2=2.4 Hz, 2H), 1.75-1.85 (dd, J1=12.2 Hz, J2=4.4 Hz, 2H); MS: 516 [M+H]+.

Sources & evidence

ORD record
ord-b3c53202185f4a18ad5b4d186a4b081f
Source dataset
uspto-grants-2014_02
Patent number
US08642759B2

Reaction notes

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