2-(Tributylstannyl)-1,3-thiazole → 2-(3-Fluoro-4-hydroxyphenyl)-4-thiazol-2-yl-quinolin-6-ol
Reaction equation
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([OH:12])[CH:10]=2)[N:5]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[C:15]([F:20])[CH:14]=2)[CH:3]=1.C([Sn](CCCC)(CCCC)[C:26]1[S:27][CH:28]=[CH:29][N:30]=1)CCC>>[F:20][C:15]1[CH:14]=[C:13]([C:4]2[CH:3]=[C:2]([C:26]3[S:27][CH:28]=[CH:29][N:30]=3)[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([OH:12])[CH:10]=3)[N:5]=2)[CH:18]=[CH:17][C:16]=1[OH:19]Participants
3
Procedure
This compound was prepared from 6b and 2-tributylstannylthiazole according to method J. Yellow powder; Yield: 56%; mp>280° C. (dec.); 1H-NMR (400 MHz, DMSO-d6) δ 7.10 (t, J=8.8 Hz, 1H), 7.38 (dd, J=9.1, 2.7 Hz, 1H), 7.95-8.00 (m, 2H), 8.07-8.12 (m, 3H), 8.21 (m, 2H), 10.18 (s, 1H), 10.26 (s, 1H); MS (ESI) m/z 337 ([M−H]−), 339 ([M+H]+); Anal. Calcd for C18H11FN2O2S: C, 63.90; H, 3.28; N, 8.28. Found: C, 62.6; H, 3.43; N, 7.59.
Sources & evidence
- ORD record
- ord-15a0ced6eca1475d80529b3f7df24ff4
- Source dataset
- uspto-grants-2009_12
- Patent number
- US07632845B2
Reaction notes
Loading…