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 742967ノート

反応式

HRID 742967 の反応式
[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

参加物

9

反応物 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

生成物 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

試薬・触媒・溶媒 4

HCID 313Hydrochloric Acid溶媒HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-15d2f97e6db841d689be81e9b747957a
出典データセット
uspto-grants-1996_09
特許番号
US05556854

反応ノート

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