Water → (2-Amino-6-chloropyrimidin-4-yl)methanol

HRID 16431ノート

反応式

HRID 16431 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([C:8](OC)=[O:9])[CH:5]=[C:4]([Cl:12])[N:3]=1.[BH4-].[Na+].C(OCC)(=O)C.O>C(O)C>[NH2:1][C:2]1[N:7]=[C:6]([CH2:8][OH:9])[CH:5]=[C:4]([Cl:12])[N:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 239687Methyl 2-amino-6-chloropyrimidine-4-carboxylateHCID 4311764Sodium borohydride

生成物 1

HCID 17979299(2-Amino-6-chloropyrimidin-4-yl)methanol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

10.5 g (55.97 mmol) of methyl 2-amino-6-chloropyrimidine-4-carboxylate (prepared according to G. Doyle Daves, Fred Baiocchi, Roland K. Robins, and C. C. Cheng, J. Org. Chem., 26 (1961), 2755-2763) are initially charged in 450 ml of ethanol. 21.17 g (559.74 mmol) of sodium borohydride are added, and the mixture is stirred at room temperature for 2 hours. 500 ml of ethyl acetate and 500 ml of water are added, and the solution is stirred for 30 minutes. The phases are separated and the aqueous phase is extracted three times with ethyl acetate (in each case 100 ml). The combined organic phases are washed with saturated aqueous sodium chloride solution, dried with anhydrous magnesium sulfate and concentrated. This gives 7.21 g (85% of theory) of product.

後処理

  1. stirringthe solution is stirred for 30 minutes
  2. customThe phases are separated
  3. extractionthe aqueous phase is extracted three times with ethyl acetate (in each case 100 ml)
  4. washThe combined organic phases are washed with saturated aqueous sodium chloride solution
  5. dry with materialdried with anhydrous magnesium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-fb2e5cdb8bf1472e836aa1162ff21f83
出典データセット
uspto-grants-2010_06
特許番号
US07737153B2

反応ノート

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