Diethyl (ethoxymethylene)malonate → (S)-Diethyl (7,8-Difluoro-3-Methyl-3,4-Dihydro-2H-[1,4]Benzoxazin-4-Yl)Methylene-Malonate

HRID 8484

반응식

HRID 8484 반응식
CC(C)([O-])C.[K+].[F:7][C:8]1[CH:18]=[CH:17][C:11]2[NH:12][C@@H:13]([CH3:16])[CH2:14][O:15][C:10]=2[C:9]=1[F:19].C(O[CH:23]=[C:24]([C:30]([O:32][CH2:33][CH3:34])=[O:31])[C:25]([O:27][CH2:28][CH3:29])=[O:26])C>CN(C=O)C>[F:7][C:8]1[CH:18]=[CH:17][C:11]2[N:12]([CH:23]=[C:24]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[C:30]([O:32][CH2:33][CH3:34])=[O:31])[C@@H:13]([CH3:16])[CH2:14][O:15][C:10]=2[C:9]=1[F:19]

참가 물질

5

반응물 3

HCID 6871Diethyl (ethoxymethylene)malonateHCID 11041424(3S)-3-Methyl-7,8-difluoro-2,3-dihydro-4H-1,4-benzoxazineHCID 23665647Potassium tert-butoxide

생성물 1

HCID 11089557(S)-Diethyl (7,8-Difluoro-3-Methyl-3,4-Dihydro-2H-[1,4]Benzoxazin-4-Yl)Methylene-Malonate수율 88%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To DMF (2.5 ml) was added potassium tertiary-butoxide (75 mg) under ice-cooling. After dropping a solution of the compound (100 mg) obtained in Example 78 and diethyl ethoxymethylenemalonate (233 mg) in DMF (0.5 ml), the resultant mixture was stirred for 2 hours. After treating in a conventional manner, the obtained residue was subjected to silica gel column chromatography to thereby give 153 mg (88%) of the title compound as an oily product. The physical constants of the obtained compounds was identical with those described in Japanese Patent No. 2,769,174.

후처리

  1. temperaturecooling
  2. additionAfter treating in a conventional manner

출처 및 근거

ORD 기록
ord-4eb0b563d26541c38317838c6ee3f3f4
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087778B2

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