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Hydrochloric Acid → N-methyl-N-[(1R)-1-phenylethyl]-2-(1-piperazinyl)-5-thiazole-carboxamide

HRID 2043722
ノート
印刷プレビュー

反応式

HRID 2043722 の反応式
[CH3:1][N:2]([C@@H:23]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH3:24])[C:3]([C:5]1[S:9][C:8]([N:10]2[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]2)=[N:7][CH:6]=1)=[O:4].ClCCl.Cl>CO.CCOCC>[CH3:1][N:2]([C@@H:23]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH3:24])[C:3]([C:5]1[S:9][C:8]([N:10]2[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]2)=[N:7][CH:6]=1)=[O:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 674613901,1-Dimethylethyl 4-[5-[[methyl[(1R)-1-phenylethyl]amino]carbonyl]-2-thiazolyl]-1-piperazinecarboxylate2 回

生成物 1

HCID 67461626N-methyl-N-[(1R)-1-phenylethyl]-2-(1-piperazinyl)-5-thiazole-carboxamide

試薬・触媒・溶媒 2

HCID 887Methanol溶媒
HCID 3283
Diethyl Ether
溶媒

実験手順

1,1-Dimethylethyl 4-[5-[[methyl[(1R)-1-phenylethyl]amino]carbonyl]-2-thiazolyl]-1-piperazinecarboxylate (i.e. the product of Example 4, Step C) (0.75 g, 1.7 mmol) in 10 mL of methanol and 10 mL of dichloromethane was treated with 15 mL of 1 N HCl in ether. The reaction mixture was stirred at ambient temperature overnight, concentrated under reduced pressure, dissolved in water and brine, basified with 1. N aqueous NaOH solution and extracted with dichloromethane. The extract was dried over MgSO4 and concentrated under reduced pressure to give 0.48 g of the title compound as a yellow oil.

後処理

  1. concentrationconcentrated under reduced pressure
  2. dissolutiondissolved in water
  3. extractionN aqueous NaOH solution and extracted with dichloromethane
  4. dry with materialThe extract was dried over MgSO4
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-377b217f188d48b699c9f09725caa80a
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08586611B2

反応ノート

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