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

HRID 1184859노트

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HRID 1184859 반응식
[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

참가 물질

6

반응물 2

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

생성물 1

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

시약·촉매·용매 3

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매HCID 25517Ammonium Chloride용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-1e7969c25aee441cad9518918c62efb9
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08669256B2

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