Sodium borohydride → Thieno[2,3-b]pyrazin-6-ylmethanol

HRID 1184859ノート

反応式

HRID 1184859 の反応式
[N:1]1[CH:6]=[CH:5][N:4]=[C:3]2[S:7][C:8]([C:10](OCC)=[O:11])=[CH:9][C:2]=12.[BH4-].[Na+]>C1COCC1.CO.[NH4+].[Cl-]>[N:1]1[CH:6]=[CH:5][N:4]=[C:3]2[S:7][C:8]([CH2:10][OH:11])=[CH:9][C:2]=12

参加物

6

反応物 2

HCID 4311764Sodium borohydrideHCID 12299125Ethyl thieno[2,3-b]pyrazine-6-carboxylate

生成物 1

HCID 67125540Thieno[2,3-b]pyrazin-6-ylmethanol収率 91.5%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒HCID 25517Ammonium Chloride溶媒

実験手順

To a solution of ethyl thieno[3,2-b]pyrazine-6-carboxylate 86 (600 mg, 2.88 mmol) in THF (3 mL) and methanol (3 mL) was added sodium borohydride (1.09 g, 28.8 mmol). The reaction was stirred at rt for 30 min. Poured in NH4Cl solution and extracted with EtOAc. Organic layer was washed with brine, dried and evaporated to give the crude thieno[3,2-b]pyrazin-6-ylmethanol 87 (438 mg, 91%) which was used without further purification.

後処理

  1. extractionextracted with EtOAc
  2. washOrganic layer was washed with brine
  3. customdried
  4. customevaporated

出典と根拠

ORDレコード
ord-1e7969c25aee441cad9518918c62efb9
出典データセット
uspto-grants-2014_03
特許番号
US08669256B2

反応ノート

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