HCID 10361685, compound → HCID 10042059, compound

HRID 2113980Notes

Reaction equation

HRID 2113980 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH:25][CH3:26])[S:5][C:6]=1[C:7]1[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]2[CH:15]=[C:16]([CH:22]=[CH:23][CH:24]=2)[CH2:17][NH:18]C(=O)C)[N:8]=1.Cl.CO>CC#N>[NH2:18][CH2:17][C:16]1[CH:15]=[C:14]([NH:13][C:9]2[N:8]=[C:7]([C:6]3[S:5][C:4]([NH:25][CH3:26])=[N:3][C:2]=3[CH3:1])[CH:12]=[CH:11][N:10]=2)[CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 10361685HCID 10361685, compoundHCID 21893726Hydrochloride methanol

Product 1

HCID 10042059HCID 10042059, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

By treatment of N-{3-[4-(4-methyl-2-methylamino-thiazol-5-yl)-pyrimidin-2-ylamino]-benzyl}-acetamide with HCl/MeOH. Yellow solid. Mp 287-289° C. Anal. RP-HPLC: tR=10.1 min (0-60% MeCN, purity 92%). 1H-NMR (DMSO-D6) δ: 2.68 (s, 3H, CH3), 3.17 (s, 3H, CH3), 4.17 (m, 2H, CH2), 7.23 (d, 1H, J=6.0 Hz, pyrimidinyl-H), 7.27 (d, 1H, J=8.0 Hz, Ph-H), 7.50 (t, 1H, J=8.0 Hz, Ph-H), 7.70 (d, 1H, J=7.5 Hz, Ph-H), 7.75 (s, 1H, Ph H), 8.44 (d, 1H, J=6.0 Hz, pyrimidinyl-H). MS (ESI+) m/z 327.37 [M+H]+ (C16H18N6S requires 326.42).

Sources & evidence

ORD record
ord-986282d6e0d243e2bad1ad610a0bcd17
Source dataset
uspto-grants-2008_10
Patent number
US07432260B2

Reaction notes

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