Ammonia → 2-{[4-(2-Chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetamide

HRID 2290325노트

반응식

HRID 2290325 반응식
C(N1C=CN=C1)([N:3]1C=CN=C1)=O.[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH:20]1[C:25]([C:26]([O:28][CH3:29])=[O:27])=[C:24]([CH3:30])[NH:23][C:22]([CH2:31][O:32][CH2:33][C:34](O)=[O:35])=[C:21]1[C:37]([O:39][CH2:40][CH3:41])=[O:38].N>O1CCCC1>[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH:20]1[C:25]([C:26]([O:28][CH3:29])=[O:27])=[C:24]([CH3:30])[NH:23][C:22]([CH2:31][O:32][CH2:33][C:34]([NH2:3])=[O:35])=[C:21]1[C:37]([O:39][CH2:40][CH3:41])=[O:38]

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 682631,1'-CarbonyldiimidazoleHCID 13457220{[4-(2-Chlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetic acid

생성물 1

HCID 134572222-{[4-(2-Chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetamide수율 67.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Carbonyldiimidazole (9.80 g) was added to a suspension of 2-{[4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetic acid (25.4 g) in tetrahydrofuran (400 ml) and the mixture stirred at room temperature for 2 hours. A stream of gaseous ammonia was passed through the resulting solution with stirring until the reaction was complete (as determined by t.l.c.) The reaction mixture was evaporated and the residue partitioned between ethyl acetate and water. The organic layer was washed with water, dried over sodium sulphate and evaported. The residue was triturated with diethyl ether and the resulting solid collected, recrystallised from diethyl ether/n-hexane and dried to give the title compound (17.0 g), m.p. 127°-128° C.

후처리

  1. stirringwith stirring until the reaction
  2. customwas evaporated
  3. customthe residue partitioned between ethyl acetate and water
  4. washThe organic layer was washed with water
  5. dry with materialdried over sodium sulphate
  6. customThe residue was triturated with diethyl ether
  7. customthe resulting solid collected
  8. customrecrystallised from diethyl ether/n-hexane
  9. customdried

출처 및 근거

ORD 기록
ord-3bc25cdf068a408f9869b76c52ab721a
출처 데이터셋
uspto-grants-1986_10
특허 번호
US04616024

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