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Propionic Acid → HCID 178460241, 화합물

HRID 2042413
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HRID 2042413 반응식
Cl.Cl.Cl.[O:4]1[C:12]2[CH:11]=[CH:10][N:9]=[C:8]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH2:27])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[C:7]=2[CH:6]=[CH:5]1.[C:28](O)(=[O:31])[CH2:29][CH3:30].CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C([O-])(O)=O.[Na+]>CN(C=O)C>[O:4]1[C:12]2[CH:11]=[CH:10][N:9]=[C:8]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH:27][C:28](=[O:31])[CH2:29][CH3:30])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[C:7]=2[CH:6]=[CH:5]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 1032Propionic AcidHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 178478592HCID 178478592, 화합물2회

생성물 1

HCID 178460241HCID 178460241, 화합물
수율 94.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution in DMF (1.5 ml) of trans-4-[2-(4-furo[3,2-c]pyridin-4-yl-piperazin-1-yl)-ethyl]-cyclohexylamine trihydrochloride (intermediate A) (150 mg, 0.34 mmol) were added propionic acid (27 mg, 0.36 mmol), DIPEA (177 mg, 1.37 mmol) and TBTU (115 mg, 0.36 mmol). The reaction mixture was stirred over night at room temperature then sat. aq. NaHCO3 sol. was added and the product was extracted with EtOAc. After drying (Na2SO4) the solvent was evaporated and the product was purified by flash chromatography on silica gel (CH2Cl2/MeOH/25% NH3 aq 140:10:1) to yield the title compound as a white solid (123 mg, 93%), MS (ISP) m/z=385.3 [(M+H)+].

후처리

  1. extractionthe product was extracted with EtOAc
  2. dry with materialAfter drying (Na2SO4) the solvent
  3. customwas evaporated
  4. customthe product was purified by flash chromatography on silica gel (CH2Cl2/MeOH/25% NH3 aq 140:10:1)

출처 및 근거

ORD 기록
ord-5e207bd87da64fc986b7f0fc52e15835
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08586579B2

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