Water → 4-(4-Chlorophenoxy)thieno[2,3-c]pyridine-2-methanol

HRID 1369619노트

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HRID 1369619 반응식
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][C:7]2[CH:12]=[N:11][CH:10]=[C:9]3[S:13][C:14]([C:16](OC)=[O:17])=[CH:15][C:8]=23)=[CH:4][CH:3]=1.[Cl-].[Cl-].[Ca+2].[BH4-].[Na+].O>C(O)C>[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][C:7]2[CH:12]=[N:11][CH:10]=[C:9]3[S:13][C:14]([CH2:16][OH:17])=[CH:15][C:8]=23)=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 4311764Sodium borohydrideHCID 5284359Calcium ChlorideHCID 10892544Methyl 4-(4-chlorophenoxy)thieno[2,3-c]pyridine-2-carboxylate

생성물 1

HCID 185162834-(4-Chlorophenoxy)thieno[2,3-c]pyridine-2-methanol

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
0 °C

실험 절차

A solution of Example 61A (254 mg, 0.793 mmol) in absolute ethanol (4 mL) was treated with anhydrous CaCl2 (177 mg, 1.59 mmol), stirred for 1 hour, cooled to 0° C., treated with NaBH4 (123 mg, 3.25 mmol), stirred at 0° C. for 4 hours and at room temperature for 18 hours, treated with water and extracted with dichloromethane. The extract was washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified on silica gel with 30% ethyl acetate/hexane to provided the title compound.

후처리

  1. stirringstirred at 0° C. for 4 hours and at room temperature for 18 hours
  2. extractionextracted with dichloromethane
  3. washThe extract was washed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified on silica gel with 30% ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-160d68f35118463e8ad27ff530f42be5
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06579882B2

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