Water → 2-Amino-N-benzyl-6-(2-furyl)pyrimidine-4-carboxamide

HRID 254159

反応式

HRID 254159 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=O)[CH:5]=[C:4]([C:11]2[O:12][CH:13]=[CH:14][CH:15]=2)[N:3]=1.[CH2:16]([NH2:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CCN=C=NCCCN(C)C.Cl.O>CN(C=O)C.CN(C)C1C=CN=CC=1>[NH2:1][C:2]1[N:7]=[C:6]([C:8]([NH:23][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:10])[CH:5]=[C:4]([C:11]2[O:12][CH:13]=[CH:14][CH:15]=2)[N:3]=1

参加物

7

反応物 4

HCID 962WaterHCID 7504BenzylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 287995992-Amino-6-(2-furyl)pyrimidine-4-carboxylic acid

生成物 1

HCID 452679872-Amino-N-benzyl-6-(2-furyl)pyrimidine-4-carboxamide収率 40%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of 2-amino-6-(2-furyl)pyrimidine-4-carboxylic acid (103 mg, 0.5 mmol) in DMF (2 mL) was treated with benzylamine (59 mg, 0.55 mmol), EDCl (104 mg, 0.54 mmol) and 4-dimethylaminopyridine (66 mg, 0.54 mmol), stirred at room temperature for 17 h, poured into water (25 mL) and extracted with EtOAc (2×25 mL). The combined organic phase was washed with water (25 mL), dried (MgSO4), concentrated in vacuo and purified by chromatography [SiO2; isopropyl ether:EtOAc, (100:0-0:100)] to give the title compound (52 mg, 40%) as an off-white solid.

後処理

  1. extractionextracted with EtOAc (2×25 mL)
  2. washThe combined organic phase was washed with water (25 mL)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. custompurified by chromatography [SiO2; isopropyl ether:EtOAc, (100:0-0:100)]

出典と根拠

ORDレコード
ord-2285890de6b1449bbec46ed0cb90b966
出典データセット
uspto-grants-2011_01
特許番号
US07875600B2

関連ノート

読み込み中…