Acetic Acid → HCID 69545831、化合物

HRID 2086254ノート

反応式

HRID 2086254 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:13][CH2:12][N:11]([N:14]=[C:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)[CH2:17][CH2:16]2)[C:10]1=[O:27])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(O)(=O)C.C([BH3-])#N.[Na+]>CO>[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:13][CH2:12][N:11]([NH:14][CH:15]2[CH2:16][CH2:17][N:18]([C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)[CH2:19][CH2:20]2)[C:10]1=[O:27])=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 5003444Sodium cyanoborohydrideHCID 69545990(3S)-3-(tert-butoxycarbonylamino)-1-[1-(4-pyridyl)-4-piperidinylideneamino]-2-pyrrolidone

生成物 1

HCID 69545831HCID 69545831、化合物収率 71.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

(3S)-3-(tert-Butoxycarbonylamino)-1-[1-(4-pyridyl)-4-piperidinylideneamino]-2-pyrrolidone (3.57 g) was dissolved in methanol (40 ml), combined with acetic acid (2.05 g) with cooling on ice, followed by sodium cyanoborohydride (807 mg) and stirred at room temperature for 30 minutes. The reaction mixture was concentrated, and the residue was combined with an aqueous solution of sodium hydroxide, extracted with dichloromethane, dried, concentrated, and purified by a column chromatography (dichloromethane: 10% aqueous ammonia-containing methanol=20:1) to obtain the title compound (2.56 g) as a colorless amorphous material.

後処理

  1. temperaturewith cooling on ice
  2. concentrationThe reaction mixture was concentrated
  3. extractionextracted with dichloromethane
  4. customdried
  5. concentrationconcentrated
  6. custompurified by a column chromatography (dichloromethane: 10% aqueous ammonia-containing methanol=20:1)

出典と根拠

ORDレコード
ord-813ac87904194d809ac3afa2643898db
出典データセット
uspto-grants-2004_04
特許番号
US06723722B1

反応ノート

読み込み中…