Ammonium Hydroxide → HCID 67312354, compound

HRID 1962037Notes

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])[CH: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])[CH:30]=3)(=[O:28])=[O:27])[CH:22]=[CH:23][CH:24]=2)[CH:5]=[CH:4][N:3]=1

Participants

Reactant 2

HCID 14923Ammonium Hydroxide

HCID 86636601HCID 86636601, compound

Product 1

HCID 67312354HCID 67312354, 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-pyrrole-3-sulfonamide (260 mg, 0.487 mmol) and ammonium hydroxide (10 ml), the title compound was obtained as a white solid (132 mg, 49.2%). 1HNMR (MEOD-d4): δ ppm 7.92-7.93 (d, J=6.4 Hz, 1H), 7.50-7.54 (t, J=7.6 Hz, 1H), 7.16-7.23 (m, 2H), 7.12 (s, 1H), 6.31-6.64 (t, J=2.4 Hz, 1H), 6.30-6.32 (d, J=6.0 Hz, 1H), 6.23 (s, 1H), 3.94-3.97 (dd, J1=11.4 Hz, J2=2.4 Hz, 2H), 3.57 (s, 3H), 3.47-3.53 (t, J1=11.4 Hz, 2H), 3.26-3.28 (m, 1H), 1.98-2.01 (dd, J1=11.8 Hz, J2=1.2 Hz, 2H), 1.76-1.86 (dd, J1=12.1 Hz, J2=4.4 Hz, 2H); MS: 515.2 [M+H]+.

Sources & evidence

ORD record: ord-e8a6569a48db45208d1716d0f3cb17e4
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08415345B2

Reaction notes

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