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Trifluoroacetic acid → HCID 23512193, 화합물

HRID 350469
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HRID 350469 반응식
C(OC([N:8]1[CH2:12][CH:11]([O:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[F:21])[CH2:10][CH:9]1[CH2:22][O:23][C:24]1[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][CH:25]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:21][C:15]1[CH:16]=[C:17]([F:20])[CH:18]=[CH:19][C:14]=1[O:13][CH:11]1[CH2:12][NH:8][CH:9]([CH2:22][O:23][C:24]2[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][CH:25]=2)[CH2:10]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 69333033Methyl 4-(1-(tert-butoxycarbonyl)-4-(2,4-difluorophenoxy)-2-pyrrolidinyl methoxy]benzoate

생성물 1

HCID 23512193HCID 23512193, 화합물수율 92.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of methyl 4-[1-(tert-butoxycarbonyl)-4-(2,4-difluorophenoxy)-2-pyrrolidinyl methoxy]benzoate (529 mg, 1.15 mmol) in CH2Cl2 (5 ml) was added TFA (5 ml). The mixture was stirred overnight. The mixture was concentrated in vacuo and the residue was made basic by the addition of sat. NaHCO3. The mixture was extracted with CHCl3 (2×100 ml). The extracts were dried over K2CO3 and evaporated to give methyl 4-[4-(2,4-difluorophenoxy)-2-pyrrolidinyl methoxy]benzoate (385 mg, 92%) as a yellow oil. 1H-NMR (CDCl3) δ 1.89–1.95 (m, 1 H), 2.28–2.35 (m, 1 H), 3.09 (dd, J=12.5, 4.9 Hz, 1 H), 3.33 (d, J=12.5 Hz, 1 H), 3.60 (m, 1 H), 3.86 (s, 3 H), 4.10 (d, J=5.6 Hz, 2H), 4.84(m, 1H), 6.73–6.89(m, 3 H), 6.91 (d, J=8.5 Hz, 2H), 7.96 (d, J=8.5 Hz, 2 H).

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. additionthe residue was made basic by the addition of sat. NaHCO3
  3. extractionThe mixture was extracted with CHCl3 (2×100 ml)
  4. dry with materialThe extracts were dried over K2CO3
  5. customevaporated

출처 및 근거

ORD 기록
ord-df6e7d85c4c745528ccef8d48614e2c0
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07179819B2

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