5-Chloro-2-ethoxyphenylboronic acid → tert-butyl 5-(5-chloro-2-ethoxyphenyl)-2H-1,4-oxazine-4(3H)-carboxylate

HRID 1615435

반응식

HRID 1615435 반응식
O(P(O[C:18]1[N:19]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:21][O:22][CH:23]=1)(OC1C=CC=CC=1)=O)C1C=CC=CC=1.[Cl:31][C:32]1[CH:33]=[CH:34][C:35]([O:41][CH2:42][CH3:43])=[C:36](B(O)O)[CH:37]=1>>[Cl:31][C:32]1[CH:37]=[CH:36][C:35]([O:41][CH2:42][CH3:43])=[C:34]([C:18]2[N:19]([C:24]([O:26][C:27]([CH3:28])([CH3:29])[CH3:30])=[O:25])[CH2:20][CH2:21][O:22][CH:23]=2)[CH:33]=1

참가 물질

3

반응물 2

HCID 37008365-Chloro-2-ethoxyphenylboronic acidHCID 86680661tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate

생성물 1

HCID 86680672tert-butyl 5-(5-chloro-2-ethoxyphenyl)-2H-1,4-oxazine-4(3H)-carboxylate수율 24%

실험 절차

This compound was prepared from tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate and 5-chloro-2-ethoxyphenylboronic acid using a procedure similar to that described in Example 2 (Steps 1-3a) above. The product was isolated as a white solid (24% yield); 1H-NMR (d6-DMSO) 1.05 (9H, brs), 1.26 (3H, t), 3.62 (2H, t), 3.92 (2H, q), 4.15 (2H, t), 6.21 (1H, s), 6.90 (1H, d), 7.09 (1H, m), 7.22 (1H, dd); 13C-NMR (d6-DMSO) 14.9, 27.7, 63.9, 67.05, 67.1, 111.9, 126.9, 127.3, 132.0; MS ES(+) 240.0 (M++1); Anal. Calcd for C17H22ClNO4: C, 60.09; H, 6.53; N, 4.12. Found: C, 59.60; H, 6.46; N, 4.35. IR λmax=1701, 1394 cm−1.

출처 및 근거

ORD 기록
ord-5dc788b3d90149b59d4f2a86ec49a44e
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765751B2

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