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

HRID 1942413ノート

反応式

HRID 1942413 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8aaddfce57ba4daa89799b96b1c58a7d
出典データセット
uspto-grants-2013_03
特許番号
US08389555B2

反応ノート

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