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

HRID 2043722
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HRID 2043722 반응식
[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]
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참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 674613901,1-Dimethylethyl 4-[5-[[methyl[(1R)-1-phenylethyl]amino]carbonyl]-2-thiazolyl]-1-piperazinecarboxylate2회

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매
HCID 3283
Diethyl Ether
용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-377b217f188d48b699c9f09725caa80a
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08586611B2

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