Sodium borohydride → 4-(2-hydroxyethyl)-7-iodo-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

HRID 711398노트

반응식

HRID 711398 반응식
[BH4-].[Na+].C([O:5][C:6](=O)[CH2:7][CH:8]1[N:13]2[CH:14]=[C:15]([I:17])[CH:16]=[C:12]2[C:11](=[O:18])[NH:10][CH2:9]1)C>CCO>[OH:5][CH2:6][CH2:7][CH:8]1[N:13]2[CH:14]=[C:15]([I:17])[CH:16]=[C:12]2[C:11](=[O:18])[NH:10][CH2:9]1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 86658330HCID 86658330, 화합물

생성물 1

HCID 867325494-(2-hydroxyethyl)-7-iodo-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one수율 100%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sodium borohydride (0.870 g, 23.0 mmol) was added to an ice-cooled stirred solution of ethyl(7-iodo-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl)acetate (1.00 g, 2.87 mmol) in EtOH (30 mL), under N2. The reaction mixture was stirred at room temperature for 18 h, and then it was quenched by water addition (10 ml). The solvent was evaporated to dryness and the residue dissolved in THF (30 ml)/brine (30 ml) and extracted with THF (3×30 mL). The organic phase was dried over Na2SO4 and concentrated to dryness to give the title compound (0.878 g, 2.87 mmol, 100%) as a solid.

후처리

  1. temperaturecooled
  2. customit was quenched by water addition (10 ml)
  3. customThe solvent was evaporated to dryness
  4. dissolutionthe residue dissolved in THF (30 ml)/brine (30 ml)
  5. extractionextracted with THF (3×30 mL)
  6. dry with materialThe organic phase was dried over Na2SO4
  7. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-c3a0a1c6d4144b51a1518dfd15611a7e
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181258B2

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