Trifluoromethanesulfonyl chloride → HCID 10049803, compound

HRID 599170Notes

Reaction equation

HRID 599170 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.[F:24][C:25]([F:31])([F:30])[S:26](Cl)(=[O:28])=[O:27]>CC#N>[F:24][C:25]([F:31])([F:30])[S:26]([NH:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[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:4]=1)(=[O:28])=[O:27]

Participants

4

Reactant 2

HCID 79000Trifluoromethanesulfonyl chlorideHCID 10042059HCID 10042059, compound

Product 1

HCID 10049803HCID 10049803, 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 trifluoro-methanesulfonyl chloride. Yellow solid. Anal. RP-HPLC: tR=11.6 min (0-60% MeCN, purity ˜90%). 1H-NMR (CD3OD) δ: 2.53 (s, 3H, CH3), 2.97 (s, 3H, CH3), 4.39 (s, 2H, CH2), 6.94 (d, 1H, J=5.5 Hz, pyrimidinyl-H), 7.01 (d, 1H, J=7.5 Hz, Ph-H), 7.31 (d, 1H, J=8.0 Hz, Ph-H), 7.60 (d, 1H, J=7.5 Hz, Ph-H), 7.67 (s, 1H, Ph-H), 8.28 (d, 1H, J=5.5 Hz, pyrimidinyl-H). MS (ESI+) m/z 459.33 [M+H]+ (C17H17F3N6O2S requires 458.48).

Sources & evidence

ORD record
ord-75f2aecd3877420296df2b9a924136cf
Source dataset
uspto-grants-2011_03
Patent number
US07897605B2

Reaction notes

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