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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 1-[5-Oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidin-3-ylmethyl]-1H-pyrazole-4-carboxylic acid (6-amino-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-amide

HRID 889064
ノート
印刷プレビュー

反応式

HRID 889064 の反応式
[O:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[CH2:5][CH:4]([CH2:17][N:18]2[CH:22]=[C:21]([C:23](O)=[O:24])[CH:20]=[N:19]2)[CH2:3]1.[NH2:26][C:27]1[C:28](=[O:38])[N:29]([CH2:35][CH2:36][CH3:37])[C:30](=[O:34])[NH:31][C:32]=1[NH2:33].CCN=C=NCCCN(C)C>CO>[NH2:33][C:32]1[NH:31][C:30](=[O:34])[N:29]([CH2:35][CH2:36][CH3:37])[C:28](=[O:38])[C:27]=1[NH:26][C:23]([C:21]1[CH:20]=[N:19][N:18]([CH2:17][CH:4]2[CH2:3][C:2](=[O:1])[N:6]([C:7]3[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=3)[CH2:5]2)[CH:22]=1)=[O:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 109542025,6-Diamino-3-propylpyrimidine-2,4(1H,3H)-dioneHCID 579887561-[5-Oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidin-3-ylmethyl]-1H-pyrazole-4-carboxylic acid

生成物 1

HCID 579887631-[5-Oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidin-3-ylmethyl]-1H-pyrazole-4-carboxylic acid (6-amino-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-amide収率 88.4%

試薬・触媒・溶媒

1
HCID 887Methanol溶媒

実験手順

To a stirred solution of 1-[5-Oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidin-3-ylmethyl]-1H-pyrazole-4-carboxylic acid (1 g, 2.83 mmol) and 5,6-Diamino-3-propyl-1H-pyrimidine-2,4-dione (521 mg, 2.83 mmol) in MeOH (40 mL) was added EDCI (813 mg, 4.24 mmol) under argon atmosphere. After stirring at overnight at room temperature the reaction mixture was quenched with water (10 mL) and white solid was precipitated out. The solid was filtered and washed with water to give the crude product which on purification by column chromatography (eluting with 5% MeOH:DCM) furnished the title compound as a white solid (1.3 g, 88%).

後処理

  1. customwas quenched with water (10 mL) and white solid
  2. customwas precipitated out
  3. filtrationThe solid was filtered
  4. washwashed with water
  5. customto give the crude product which
  6. customon purification
  7. washby column chromatography (eluting with 5% MeOH:DCM)

出典と根拠

ORDレコード
ord-00b5f378aed94b1a9292dca1f90ccc90
出典データセット
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08252797B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート