Methanesulfonyl chloride → HCID 10476352, compound

HRID 2113985Notes

Reaction equation

HRID 2113985 reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]([NH:9][C:10]2[N:15]=[C:14]([C:16]3[S:20][C:19]([NH:21][CH3:22])=[N:18][C:17]=3[CH3:23])[CH:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>CC#N>[CH3:23][C:17]1[N:18]=[C:19]([NH:21][CH3:22])[S:20][C:16]=1[C:14]1[CH:13]=[CH:12][N:11]=[C:10]([NH:9][C:5]2[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=2)[CH2:2][NH:1][S:25]([CH3:24])(=[O:27])=[O:26])[N:15]=1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 10042059HCID 10042059, compound

Product 1

HCID 10476352HCID 10476352, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

By treatment of (3-aminomethyl-phenyl)-[4-(4-methyl-2-methylamino-thiazol-5-yl)-pyrimidin-2-yl]-amine with methane-sulfonyl chloride. Yellow solid. Anal. RP-HPLC: tR=12.8 min (0-60% MeCN, purity>95%). 1H-NMR (CD3OD) δ: 2.53 (s, 3H, CH3), 2.88 (s, 3H, CH3), 2.98 (s, 3H, CH3), 4.28 (s, 2H, CH2), 6.94 (d, 1H, J=5.5 Hz, pyrimidinyl-H), 7.02 (d, 1H, J=7.5 Hz, Ph-H), 7.29 (t, 1H, J=8.0 Hz, Ph-H), 7.52 (d, 1H, J=8.0 Hz, Ph-H), 7.90 (s, 1H, Ph-H), 7.98 (s, 1H, NH), 8.28 (d, 1H, J=5.5 Hz, pyrimidinyl-H).

Sources & evidence

ORD record
ord-6ef0f478ce624ce09f96fea220620793
Source dataset
uspto-grants-2008_10
Patent number
US07432260B2

Reaction notes

Loading…