HCID 10045445, compound → HCID 11724828, compound

HRID 2113978Notes

Reaction equation

HRID 2113978 reaction equation
[CH2:1]([NH:3][C:4]1[S:5][C:6]([C:10]2[CH:15]=[CH:14][N:13]=[C:12]([NH:16][C:17]3[CH:18]=[C:19]([CH:25]=[CH:26][CH:27]=3)[CH2:20][NH:21]C(=O)C)[N:11]=2)=[C:7]([CH3:9])[N:8]=1)[CH3:2]>CC#N>[NH2:21][CH2:20][C:19]1[CH:18]=[C:17]([NH:16][C:12]2[N:11]=[C:10]([C:6]3[S:5][C:4]([NH:3][CH2:1][CH3:2])=[N:8][C:7]=3[CH3:9])[CH:15]=[CH:14][N:13]=2)[CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 1

HCID 10045445HCID 10045445, compound

Product 1

HCID 11724828HCID 11724828, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

By hydrolysis of N-{3-[4-(2-ethylamino-4-methyl-thiazol-5-yl)-pyrimidin-2-ylamino]-benzyl}-acetamide. Yellow solid. Mp 290-292° C. Anal. RP-HPLC: tR=10.6 min (10-70% MeCN, purity>95%). 1H-NMR (DMSO-D6) δ: 1.31 (t, 3H, J=7.0 Hz, CH3), 2.64 (s, 3H, CH3), 3.54 (m, 2H, CH2), 4.11 (m, 2H, CH2), 7.14 (d, 1H, J=6.0 Hz, pyrimidinyl-H), 7.22 (d, 1H, J=8.0 Hz, Ph-H), 7.45 (t, 1H, J=8.0 Hz, Ph-H), 7.74 (d, 1H, J=8.0 Hz, Ph-H), 7.95 (s, 1H, Ph-H), 8.53 (d, 1H, J=6.0 Hz, pyrimidinyl-H). MS (ESI+) m/z 341.20 [M+H]+ (C17H20N6S requires 340.45).

Sources & evidence

ORD record
ord-11d2807c0d9b4d9098ea3f5ea56a409f
Source dataset
uspto-grants-2008_10
Patent number
US07432260B2

Reaction notes

Loading…