Dichloromethane → 3-(5,7,8,9-Tetrahydro-6-oxa-1,9-diaza-benzocyclohepten-3-yl)-acrylic acid hydrochloride
반응식
C([O:5][C:6](=[O:20])[CH:7]=[CH:8][C:9]1[CH:19]=[N:18][C:12]2[NH:13][CH2:14][CH2:15][O:16][CH2:17][C:11]=2[CH:10]=1)(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)[Cl:29]>>[ClH:29].[N:18]1[C:12]2[NH:13][CH2:14][CH2:15][O:16][CH2:17][C:11]=2[CH:10]=[C:9]([CH:8]=[CH:7][C:6]([OH:20])=[O:5])[CH:19]=1참가 물질
실험 절차
A suspension of 3-(5,7,8,9-Tetrahydro-6-oxa-1,9-diaza-benzocyclohepten-3-yl)-acrylic acid tert-butyl ester (0.14 g, 0.49 mmol) in CH2Cl2 (5 mL) was treated with TFA (5 mL). After stirring at room temperature for 30 min, the clear tan solution was concentrated in vacuo. The resulting oil was triturated with hexanes (20 mL) until the oil was converted to a fine off-white solid. The solid was then suspended in anhydrous HCl in dioxane (2 mL, 4.0 M), sonicated and concentrated to about 1 mL. The suspension was treated with Et2O (20 mL), sonicated, isolated by filtration and dried under vacuum. Yield: 0.11 g (87%); 1H NMR (300 MHz, DMSO-d6) δ 8.40 (br s, 3H), 8.31-8.29 (m, 2H), 7.53 (d, J=16.0 Hz, 1H), 6.51 (d, J=16.0 Hz, 1H), 4.76 (s, 2H), 3.96-3.92 (m, 2H), 3.71-3.67 (m, 2H); ESI MS m/z 221 [C11H12N2O3+H]+
후처리
- concentrationthe clear tan solution was concentrated in vacuo
- customThe resulting oil was triturated with hexanes (20 mL) until the oil
- customsonicated
- concentrationconcentrated to about 1 mL
- additionThe suspension was treated with Et2O (20 mL)
- customsonicated
- customisolated by filtration
- customdried under vacuum
출처 및 근거
- ORD 기록
- ord-6a90563b46b14dccbc0decabf54401f5
- 출처 데이터셋
- uspto-grants-2012_11
- 특허 번호
- US08318720B2
반응 노트
불러오는 중…