tert-Butyl methyl ether → Ethyl (3-benzyl-2,4-dioxo-2,3,4,5,7,8-hexahydro-1H-pyrido[4,3-d]pyrimidin-6-yl)(2-chlorophenyl)acetate hydrochloride

HRID 742967노트

반응식

HRID 742967 반응식
[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2[CH2:15][NH:16][CH2:17][CH2:18][C:11]=2[NH:10][C:9]1=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(C(C)C)C(C)C)C.[Cl:29][CH:30]([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[Cl:42])[C:31]([O:33][CH2:34][CH3:35])=[O:32].COC(C)(C)C>CN(C)C=O.ClCCl.Cl.CCOCC>[ClH:29].[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2[CH2:15][N:16]([CH:30]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=3[Cl:42])[C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:17][CH2:18][C:11]=2[NH:10][C:9]1=[O:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

9

반응물 4

HCID 15413tert-Butyl methyl etherHCID 81531DiisopropylethylamineHCID 13424812Ethyl 2-chloro-2-(2-chlorophenyl)acetateHCID 194233353-benzyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione

생성물 1

HCID 86749815Ethyl (3-benzyl-2,4-dioxo-2,3,4,5,7,8-hexahydro-1H-pyrido[4,3-d]pyrimidin-6-yl)(2-chlorophenyl)acetate hydrochloride

시약·촉매·용매 4

HCID 313Hydrochloric Acid용매HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

A mixture of 77.2 g of 3-benzyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione, 63 g of ethyldiisopropylamine and 126 g of ethyl chloro(2-chlorophenyl)-acetate (89% pure according to GC) in 1700 ml of dimethylformamide was stirred for 48 h at room temperature. It was concentrated under reduced pressure and the residue was worked up by extraction with dichloromethane and water. The dichloromethane phases were combined, dried and concentrated. The residue was diluted with 50 ml of dichloromethane, 1.3 equivalents of a solution of hydrochloric acid in ether were added dropwise at room temperature, with stirring, and 700 ml of tert-butyl methyl ether were added slowly. This initially gave an oil, which solidified gradually to a white mass. This ethyl (3-benzyl-2,4-dioxo-2,3,4,5,7,8-hexahydro-1H-pyrido[4,3-d]pyrimidin-6-yl)(2-chlorophenyl)acetate hydrochloride was purified by recrystallization from dichloromethane/diethyl ether.

후처리

  1. concentrationIt was concentrated under reduced pressure
  2. extractionthe residue was worked up by extraction with dichloromethane and water
  3. customdried
  4. concentrationconcentrated
  5. additionwere added dropwise at room temperature
  6. stirringwith stirring
  7. customThis initially gave an oil, which
  8. customThis ethyl (3-benzyl-2,4-dioxo-2,3,4,5,7,8-hexahydro-1H-pyrido[4,3-d]pyrimidin-6-yl)(2-chlorophenyl)acetate hydrochloride was purified by recrystallization from dichloromethane/diethyl ether

출처 및 근거

ORD 기록
ord-15d2f97e6db841d689be81e9b747957a
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05556854

반응 노트

불러오는 중…