N-tert-butyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-sulfonamide → HCID 57469122, compound
Reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][C:15]=3[O:24][CH2:25][CH3:26])[CH:11]=[C:10]([C:27]([F:30])([F:29])[F:28])[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[C:31]([NH:35][S:36]([C:39]1[S:40][C:41](B2OC(C)(C)C(C)(C)O2)=[CH:42][CH:43]=1)(=[O:38])=[O:37])([CH3:34])([CH3:33])[CH3:32]>>[C:31]([NH:35][S:36]([C:39]1[S:40][C:41]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([C:8]3[N:9]=[C:10]([C:27]([F:28])([F:29])[F:30])[CH:11]=[C:12]([C:14]4[CH:19]=[CH:18][C:17]([C:20]([F:21])([F:22])[F:23])=[CH:16][C:15]=4[O:24][CH2:25][CH3:26])[N:13]=3)[CH:3]=2)=[CH:42][CH:43]=1)(=[O:37])=[O:38])([CH3:34])([CH3:32])[CH3:33]Participants
3
Procedure
N-tert-Butyl-5-{3-[6-(2-ethoxy-4-trifluoromethyl-phenyl)-4-trifluoromethyl-pyrimidin-2-yl]-phenyl}-thiophene-2-sulfonic acid amide was prepared from 2-(3-bromophenyl)-4-(2-ethoxy-4-trifluoromethyl-phenyl)-6-trifluoromethyl-pyrimidine (example E.108) (0.185 g, 0.41 mmol) and N-tert-butyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-sulfonamide (example F.1) (0.17 g, 0.49 mmol) according to the general procedure VI. Obtained as an off-white foam (0.18 g), which was subsequently deprotected.
Sources & evidence
- ORD record
- ord-196b92f06a3c4acf93d0e1d7a9f8e750
- Source dataset
- uspto-grants-2010_01
- Patent number
- US07642264B2
Reaction notes
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