4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 4-(4,5-Dihydrobenzo[b]thieno[2,3-d]oxepin-2-yl)pyridine

HRID 84457

반응식

HRID 84457 반응식
Br[C:2]1[S:15][C:5]2[C:6]3[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=3[O:8][CH2:9][CH2:10][C:4]=2[CH:3]=1.[N:16]1[CH:21]=[CH:20][C:19](B2OC(C)(C)C(C)(C)O2)=[CH:18][CH:17]=1>>[S:15]1[C:5]2[C:6]3[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=3[O:8][CH2:9][CH2:10][C:4]=2[CH:3]=[C:2]1[C:19]1[CH:20]=[CH:21][N:16]=[CH:17][CH:18]=1

참가 물질

3

반응물 2

HCID 27346484-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 579002002-Bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine

생성물 1

HCID 442424914-(4,5-Dihydrobenzo[b]thieno[2,3-d]oxepin-2-yl)pyridine

실험 절차

2-Bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine from Example 73 was reacted with 4-pyridine boronic acid pinacol ester using standard Suzuki coupling procedure. Purification on silica gave 153. 1H NMR (400 MHz, CDCl3): 3.29 (2H, t), 4.39 (2H, t), 7.06-7.11 (2H, m), 7.22 (1H, dt), 7.28 (1H, s), 7.49 (2H, dd), 7.75 (1H, dd), 8.62 (2H, dd). MS: (ESI+) 280

후처리

  1. customPurification on silica

출처 및 근거

ORD 기록
ord-afd7dfd99f7c4ec194468590e07ed274
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846762B2

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