Sodium Chloride → HCID 18187489, 화합물

HRID 1386769노트

반응식

HRID 1386769 반응식
C(O)(C(F)(F)F)=O.C(OC([N:15]1[CH2:20][CH2:19][CH:18]([CH2:21][CH2:22][C:23]([F:31])([F:30])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:17][CH2:16]1)=O)(C)(C)C.C([O-])(O)=O.[Na+].[OH-].[Na+].[Na+].[Cl-]>C(Cl)Cl.O.CCOCC>[F:31][C:23]([F:30])([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:22][CH2:21][CH:18]1[CH2:17][CH2:16][NH:15][CH2:20][CH2:19]1

참가 물질

9

반응물 5

HCID 5234Sodium ChlorideHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 18187485HCID 18187485, 화합물

생성물 1

HCID 18187489HCID 18187489, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

TFA (2.5 mL, 3.7 g, 32 mmol) was added dropwise to a solution of 1-(t-butoxycarbonyl)-4-(3,3-difluoro-3-phenylpropyl)piperidine (42 mg, 0.12 mmol, from EXAMPLE 154, Step C) in CH2Cl2 (2.5 mL) at 0° C. After 80 min., the solution was transferred using a double-ended needle to a rapidly stirred solution of NaHCO3 (5.0 g, 60 mmol) in H2O (50 mL). Ether (50 mL) and 2.5 N NaOH (20 mL) were added, followed by solid NaCl to saturate the aqueous layer. The aqueous layer was separated and extracted with ether (50 mL). The organic layers were washed in succession with saturated aq. NaCl (20 mL), combined, dried (Na2SO4), decanted,and evaporated to give the title compound as 27 mg of colorless oil. 1H NMR (400 MHz, CD3OD) δ 7.51-7.40 (m, 5H), 2.98 (dm, J=12,22H), 2.53 (td, J=12, 3, 2H), 2.24-2.10 (m, 2H), 1.65 (bd, J=12, 2H), 1.42-1.26 (m, 3H), 1.06 (qd, J=12,4,2H); ESI-MS 240 (M+H); HPLC A: 2.25 min.

후처리

  1. concentrationto saturate the aqueous layer
  2. customThe aqueous layer was separated
  3. extractionextracted with ether (50 mL)
  4. washThe organic layers were washed in succession with saturated aq. NaCl (20 mL)
  5. dry with materialdried (Na2SO4)
  6. customevaporated

출처 및 근거

ORD 기록
ord-6f07b499fd6f43a6a48e53e2b0596e82
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265434B1

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