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

HRID 711398ノート

反応式

HRID 711398 の反応式
[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

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 86658330HCID 86658330、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c3a0a1c6d4144b51a1518dfd15611a7e
出典データセット
uspto-grants-2015_11
特許番号
US09181258B2

反応ノート

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