Triethylamine → HCID 67332870、化合物

HRID 1672250ノート

反応式

HRID 1672250 の反応式
[CH3:1][O:2][C:3](=[O:25])[CH2:4][CH2:5][CH:6]([NH:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:15][CH:14]=1)=[O:12])[C:7]([OH:9])=O.CCN=C=NCCCN(C)C.[NH2:37][CH2:38][CH2:39][CH2:40][CH2:41][OH:42].CCN(CC)CC>CN(C=O)C.CN(C1C=CN=CC=1)C.O>[CH3:1][O:2][C:3](=[O:25])[CH2:4][CH2:5][CH:6]([NH:10][C:11]([C:13]1[CH:14]=[CH:15][C:16]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:17][CH:18]=1)=[O:12])[C:7](=[O:9])[NH:37][CH2:38][CH2:39][CH2:40][CH2:41][OH:42]

参加物

8

反応物 4

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 258684-Amino-1-butanolHCID 45496562HCID 45496562、化合物

生成物 1

HCID 67332870HCID 67332870、化合物収率 47%

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of 2-[(Biphenyl-4-carbonyl)-amino]-pentanedioic acid 5-methyl ester (400 mg, 1.2 mmol, 1 equiv.) in DMF (10 mL) was added to EDCI (337 mg, 1.8 mmol, 1.5 equiv.). The solution was stirred at room temperature under N2 for 40 min. 4-Amino-1-butanol (0.11 mL, 1.2 mmol, 1 equiv.) was added, followed by addition of Et3N (0.41 mL, 2.9 mmol, 2.5 equiv.) and DMAP (72 mg, 0.59 mmol, 0.5 equiv.). The mixture was stirred overnight under N2. The reaction mixture was then poured into cold water and a solid precipitated from the solution. The solid was collected by filtration and dried under vacuum to give 229 mg of 4-[(Biphenyl-4-carbonyl)-amino]-4-(4-hydroxy-butylcarbamoyl)-butyric acid methyl ester in 47% yield. MS (ESI) m/z 413.

後処理

  1. stirringThe mixture was stirred overnight under N2
  2. customa solid precipitated from the solution
  3. filtrationThe solid was collected by filtration
  4. customdried under vacuum

出典と根拠

ORDレコード
ord-706ef185fa4644c1927a919a1fa794e1
出典データセット
uspto-grants-2011_08
特許番号
US07998965B2

反応ノート

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