Potassium Carbonate → (R)-2-(2,5-dichloro-pyrimidin-4-ylamino)-3-methyl-butyramide

HRID 1688075

反応式

HRID 1688075 の反応式
[NH2:1][C@H:2]([CH:6]([CH3:8])[CH3:7])[C:3]([NH2:5])=[O:4].[Cl:9][C:10]1[N:15]=[C:14](Cl)[C:13]([Cl:17])=[CH:12][N:11]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.C(Cl)Cl>[Cl:9][C:10]1[N:15]=[C:14]([NH:1][C@H:2]([CH:6]([CH3:8])[CH3:7])[C:3]([NH2:5])=[O:4])[C:13]([Cl:17])=[CH:12][N:11]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 2372592,4,5-TrichloropyrimidineHCID 444079(R)-2-amino-3-methylbutanamide

生成物 1

HCID 86634077(R)-2-(2,5-dichloro-pyrimidin-4-ylamino)-3-methyl-butyramide収率 62.4%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of (R)-2-amino-3-methyl-butyramide (50 mg), 2,4,5-trichloropyrimidine (67 mg) and K2CO3 (116 mg) in DMF (3 mL) was stirred at room temperature for 5 hr. The reaction mixture was diluted with DCM and washed with brine three times. The organic layer was dried with sodium sulfate and concentrated. The residue was purified by silica gel chromatography to provide 60 mg of (R)-2-(2,5-dichloro-pyrimidin-4-ylamino)-3-methyl-butyramide: 1H NMR (300 MHz, CDCl3) 8.2 (s, 1H), 6.2 (bs, 1H), 5.8 (bs, 1H), 5.6 (bs, 1H), 4.6 (dd, 1H), 2.4 (m, 1H), 1.2 (d, 6H). MS (m/e) 263 (M+1).

後処理

  1. washwashed with brine three times
  2. dry with materialThe organic layer was dried with sodium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-f76e3ab118024f31b7e00be3bf161cb7
出典データセット
uspto-grants-2012_04
特許番号
US08148391B2

関連ノート

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