Ethanol → [(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid, 1,1-dimethylethyl ester

HRID 1097355ノート

反応式

HRID 1097355 の反応式
[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@H:11]([CH3:21])[CH2:12][NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[N:8][C:7](S(CC3C=CC=CC=3)(=O)=O)=[N:6][C:5]=2[N:32]=1.[Cl:33][C:34]1[C:35]([F:42])=[C:36]([CH2:40][SH:41])[CH:37]=[CH:38][CH:39]=1.C(O)C.[BH4-].[Na+]>CS(C)=O>[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@H:11]([CH3:21])[CH2:12][NH:13][C:14](=[O:20])[O:15][C:16]([CH3:17])([CH3:19])[CH3:18])=[N:8][C:7]([S:41][CH2:40][C:36]3[CH:37]=[CH:38][CH:39]=[C:34]([Cl:33])[C:35]=3[F:42])=[N:6][C:5]=2[N:32]=1

参加物

6

反応物 4

HCID 702EthanolHCID 2761442(3-Chloro-2-fluorophenyl)methanethiolHCID 4311764Sodium borohydrideHCID 86635805[(2R)-2-[[2-amino-5-[(phenylmethyl)sulfonyl]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid, 1,1-dimethylethyl ester

生成物 1

HCID 86635804[(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid, 1,1-dimethylethyl ester

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
50 °C

実験手順

To a mixture of the product from example 25 step f) (1.2 g), the product from example 25 step g) (1.6 g) in a mixed solvent of ethanol (30 ml) and DMSO (5 ml) was added sodium borohydride (100 mg) and the mixture heated at 50° C. for 2 hours. The ethanol was removed by rotary evaporation and the crude product extracted into ethyl acetate and washed with water. The subtitle compound was obtained by purification (SiO2, 1:1)dichloromethane:ethyl acetate as eluant) to give (1.95 g).

後処理

  1. customThe ethanol was removed by rotary evaporation
  2. extractionthe crude product extracted into ethyl acetate
  3. washwashed with water

出典と根拠

ORDレコード
ord-a99eaf29ab024fe899b1c10f551be520
出典データセット
uspto-grants-2012_03
特許番号
US08143261B2

反応ノート

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