Methanesulfonyl chloride → HCID 16665855, compound

HRID 219668Notes

Reaction equation

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

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 16665783HCID 16665783, compound

Product 1

HCID 16665855HCID 16665855, compound

Procedure

Following procedures similar to those of Example 72 (step 2) but substituting isopropanesulfonyl chloride (1.3 mmol) for methanesulfonyl chloride there is prepared 2-(3-fluoro-phenyl)-4-methyl-pyrimidine-5-carboxylic acid 3-[(propane-2-sulfonylamino)-methyl]-benzylamide (7 mg) as a solid. MS: 443 (M+H); 1H NMR (300 MHz, DMSO-d6): δ 1.20 (d, J=6.8 Hz, 6H), 3.05 (m, 1H), 4.17 (d, J=6.4 Hz, 2H), 4.55 (d, J=5.9 Hz, 2H), 7.27-7.62 (m, 5H), 8.17 (m, 1H), 8.32 (m, 1H), 9.32 (s, 2H), 9.45 (m, 1H).

Sources & evidence

ORD record: ord-4f350b1bdb834f75a7f8dd0b6072c8cf
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08202863B2

Reaction notes

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