Sodium borohydride → HCID 57512075、化合物

HRID 14132ノート

反応式

HRID 14132 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:33]=[C:34]([F:36])[CH:35]=1)[CH2:5][C@H:6]([NH:20][C:21]([C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[CH2:28][CH2:27][C:26]2=[O:32])=[O:22])[C@H:7]([OH:19])[CH2:8][NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][CH3:18])[CH:12]=1.CCCCCC(COC(C1C=CN=CC=1)=O)C.[BH4-].[Na+]>CO>[F:1][C:2]1[CH:3]=[C:4]([CH:33]=[C:34]([F:36])[CH:35]=1)[CH2:5][C@H:6]([NH:20][C:21]([C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[CH2:28][CH2:27][CH:26]2[OH:32])=[O:22])[C@H:7]([OH:19])[CH2:8][NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][CH3:18])[CH:12]=1

参加物

5

反応物 3

HCID 4311764Sodium borohydrideHCID 98561122-Methylheptyl isonicotinateHCID 57512074N-{(1S,2R)-1-(3,5-Difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}-3-oxoindane-5-carboxamide

生成物 1

HCID 57512075HCID 57512075、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To an ice-cold solution of N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}-3-oxoindane-5-carboxamide prepared by the method in Example SP-201 (66 mg, 0.13 mmol) in methanol (3 mL) is added sodium borohydride (20 mg, 0.52 mmol). The reaction stirred at room temperature 3 h. The reaction is concentrated under reduced pressure, redissolved in water (3 mL) and partitioned into ethyl acetate. The organic layer is washed with water, saturated sodium bicarbonate, and brine, dried (sodium sulfate), filtered, and concentrated under reduced pressure to give the title compound. ESI MS m/z 495.2 [M+H]+.

後処理

  1. concentrationThe reaction is concentrated under reduced pressure
  2. dissolutionredissolved in water (3 mL)
  3. custompartitioned into ethyl acetate
  4. washThe organic layer is washed with water, saturated sodium bicarbonate, and brine
  5. dry with materialdried (sodium sulfate)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-268324b1c67e4cbd8190c1d22e915453
出典データセット
uspto-grants-2010_06
特許番号
US07727997B2

反応ノート

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