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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → Tert-butyl [2-[(4-{[(acetylamino)methyl]-2-anilino-2-oxoethyl}benzoyl)amino]-4-(3-thienyl)phenyl]carbamate

HRID 1919907
ノート
印刷プレビュー

反応式

HRID 1919907 の反応式
[C:1]([NH:4][CH2:5][CH:6]([C:16]1[CH:24]=[CH:23][C:19]([C:20](O)=[O:21])=[CH:18][CH:17]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:8])(=[O:3])[CH3:2].CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.[NH2:46][C:47]1[CH:52]=[C:51]([C:53]2[CH:57]=[CH:56][S:55][CH:54]=2)[CH:50]=[CH:49][C:48]=1[NH:58][C:59](=[O:65])[O:60][C:61]([CH3:64])([CH3:63])[CH3:62]>CN(C=O)C.O>[C:61]([O:60][C:59](=[O:65])[NH:58][C:48]1[CH:49]=[CH:50][C:51]([C:53]2[CH:57]=[CH:56][S:55][CH:54]=2)=[CH:52][C:47]=1[NH:46][C:20](=[O:21])[C:19]1[CH:23]=[CH:24][C:16]([CH:6]([CH2:5][NH:4][C:1](=[O:3])[CH3:2])[C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])=[CH:17][CH:18]=1)([CH3:62])([CH3:64])[CH3:63]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 576119504-{1-[(Acetylamino)methyl]-2-anilino-2-oxoethyl}benzoic acidHCID 57717476Tert-butyl [2-amino-4-(3-thienyl)phenyl]carbamate

生成物 1

HCID 57611920Tert-butyl [2-[(4-{[(acetylamino)methyl]-2-anilino-2-oxoethyl}benzoyl)amino]-4-(3-thienyl)phenyl]carbamate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

4-{1-[(Acetylamino)methyl]-2-anilino-2-oxoethyl}benzoic acid (232 mg, 0.71 mmol), EDCI (176 mg, 0.92 mmol), and HOBT (124 mg, 0.92 mmol) were combined in DMF (8 mL) and stirred for 10 minutes before adding tert-butyl [2-amino-4-(3-thienyl)phenyl]carbamate (227 mg, 0.78 mmol). The reaction was then stirred at 60° C. for 24 h. The solution was cooled to room temperature, poured into water (40 mL), and filtered to collect an orange solid. The crude solid was dissolved in CH2Cl2 (25 mL) and hexanes (20 mL), concentrated to half volume, and filtered to give tert-butyl[2-[(4-{1-[(acetylamino)methyl]-2-anilino-2-oxoethyl}benzoyl)amino]-4-(3-thienyl)phenyl]carbamate as a white solid. MS (ESI) calcd [M+H]+ 599.2, found 599.1.

後処理

  1. stirringThe reaction was then stirred at 60° C. for 24 h
  2. filtrationfiltered
  3. customto collect an orange solid
  4. dissolutionThe crude solid was dissolved in CH2Cl2 (25 mL)
  5. concentrationhexanes (20 mL), concentrated to half volume
  6. filtrationfiltered

出典と根拠

ORDレコード
ord-c88622abd959497089a0f396c0cc12eb
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08168658B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート