Trifluoroacetic acid → 1-(Cyclopropylmethyl)-3-(4-(Piperazine-1-carbonyl)phenyl)urea

HRID 1807710노트

반응식

HRID 1807710 반응식
[CH:1]1([CH2:4][NH:5][C:6](=[O:29])[NH:7][C:8]2[CH:28]=[CH:27][C:11]([C:12]([N:14]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]3)=[O:13])=[CH:10][CH:9]=2)[CH2:3][CH2:2]1.FC(F)(F)C(O)=O>ClCCl>[CH:1]1([CH2:4][NH:5][C:6]([NH:7][C:8]2[CH:9]=[CH:10][C:11]([C:12]([N:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)=[O:13])=[CH:27][CH:28]=2)=[O:29])[CH2:2][CH2:3]1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 58055802tert-Butyl 4-(4-(3-(cyclopropylmethyl)ureido)benzoyl)piperazine-1-carboxylate

생성물 1

HCID 580558061-(Cyclopropylmethyl)-3-(4-(Piperazine-1-carbonyl)phenyl)urea수율 94.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

tert-Butyl 4-(4-(3-(cyclopropylmethyl)ureido)benzoyl)piperazine-1-carboxylate (46.7 mmol, 18.78 g) was dissolved in dichloromethane (30 mL) and trifluoroacetic acid (233 mmol, 17.33 mL, 26.6 g) added. The reaction was stirred for 1 hour and then concentrated under reduced pressure. The crude material was triturated with ether to give a white powder after high vacuum drying, which was taken up in water and carefully taken to pH 10 with sodium carbonate. The aqueous was extracted with dichloromethane and the combined organic phases were dried, filtered and concentrated under reduced pressure to give the title compound (13.4 g)

후처리

  1. concentrationconcentrated under reduced pressure
  2. customThe crude material was triturated with ether
  3. customto give a white powder after high vacuum
  4. customdrying
  5. extractionThe aqueous was extracted with dichloromethane
  6. customthe combined organic phases were dried
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-bcd8c24262f44bfeb0ea15561233e57d
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08357679B2

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