Sodium borohydride → HCID 57512075, 화합물

HRID 14132노트

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HRID 14132 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 57512075HCID 57512075, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-268324b1c67e4cbd8190c1d22e915453
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727997B2

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