Sodium triacetoxyborohydride → N-(indan-2-yl)-5-(propyl-(4,5,6,7-tetrahydrobenzothiazol-6-yl)amino)pentanamide

HRID 1942413노트

반응식

HRID 1942413 반응식
[CH2:1]([NH:4][CH:5]1[CH2:13][CH2:12][C:8]2[N:9]=[CH:10][S:11][C:7]=2[CH2:6]1)[CH2:2][CH3:3].[CH2:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH:15]1[NH:23][C:24](=[O:30])[CH2:25][CH2:26][CH2:27][CH:28]=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl>[CH2:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH:15]1[NH:23][C:24](=[O:30])[CH2:25][CH2:26][CH2:27][CH2:28][N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:13][CH2:12][C:8]2[N:9]=[CH:10][S:11][C:7]=2[CH2:6]1

참가 물질

5

반응물 3

HCID 5049666Sodium triacetoxyborohydrideHCID 18705889Propyl-(4,5,6,7-tetrahydro-benzothiazol-6-yl)-amineHCID 86651316N-(indan-2-yl)-5-oxopentanamide

생성물 1

HCID 42602944N-(indan-2-yl)-5-(propyl-(4,5,6,7-tetrahydrobenzothiazol-6-yl)amino)pentanamide수율 66%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

A solution of 395 mg (2 mmol) propyl-(4,5,6,7-tetrahydro-benzothiazol-6-yl)-amine and 694 mg (3 mmol) N-(2,3-dihydro-1H-inden-2-yl)-5-oxopentanamide in 1,2-dichloroethane (20 mL) is stirred for about 30 minutes. Then 0.75 g (3 mmol) of sodium triacetoxyborohydride is added and the mixture is stirred overnight. After hydrolysation with 30 mL of 1N aqueous NaOH solution the organic phase is separated, dried over sodium sulfate and concentrated in vacuum. The crude product obtained is purified via column chromatography on silica gel.

후처리

  1. customAfter hydrolysation with 30 mL of 1N aqueous NaOH solution the organic phase is separated
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in vacuum

출처 및 근거

ORD 기록
ord-8aaddfce57ba4daa89799b96b1c58a7d
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389555B2

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