Methanesulfonic Acid → HCID 86612961, compound

HRID 550085Notes

Reaction equation

[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][O:11][C:12]1[N:17]=[CH:16][C:15]([C:18]([NH:20][C:21]2[CH:26]=[C:25]([C:27]([NH:29][CH:30]3[CH2:32][CH2:31]3)=[O:28])[CH:24]=[CH:23][C:22]=2[CH3:33])=[O:19])=[CH:14][N:13]=1.[CH3:34][S:35]([OH:38])(=[O:37])=[O:36]>>[CH3:34][S:35]([OH:38])(=[O:37])=[O:36].[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][O:11][C:12]1[N:13]=[CH:14][C:15]([C:18]([NH:20][C:21]2[CH:26]=[C:25]([C:27]([NH:29][CH:30]3[CH2:32][CH2:31]3)=[O:28])[CH:24]=[CH:23][C:22]=2[CH3:33])=[O:19])=[CH:16][N:17]=1

Participants

Reactant 2

HCID 6395Methanesulfonic Acid

HCID 11751509HCID 11751509, compound

Product 1

HCID 86612961HCID 86612961, compound

Procedure

Using an analogous procedure to that described in Example 36, 2-(1,3-benzothiazol -2-ylmethoxy)-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}pyrimidine-5-carboxamide was reacted with methanesulfonic acid to give the title compound;NMR Spectrum: (DMSOd6) 0.57 (m, 2H), 0.69 (m, 2H), 2.28 (s, 3H), 2.52 (s, 3H), 2.85 (m, 1H), 5.91 (s, 2H), 7.34, (d, 1H) 7.49 (m, 1H), 7.55 (m, 1H), 7.66 (m, 1H), 7.76 (s, 1H), 7.99 (d, 1H), 8.10 (d, 1H), 8.38 (s, 1H), 9.11 (s, 2H), 9.17, (s, 1H), 10.17 (s, 1H), 10.78 (br s, 1H); Mass Spectrum: M−H− 458.

Sources & evidence

ORD record: ord-e4d858170fb74427bc1cb902da168737
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07943776B2

Reaction notes

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