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Triphenylphosphine → 4-[4-(5-Cyclohexylcarbamoyl-3-methylpyrazol-1-yl)phenoxy]piperidine-1-carboxylic acid tert-butyl ester

HRID 1013034
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HRID 1013034 반응식
[CH:1]1([NH:7][C:8]([C:10]2[N:11]([C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=3)[N:12]=[C:13]([CH3:15])[CH:14]=2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:42]([O:46][C:47]([N:49]1[CH2:54][CH2:53][CH:52](O)[CH2:51][CH2:50]1)=[O:48])([CH3:45])([CH3:44])[CH3:43].CC(OC(/N=N/C(OC(C)C)=O)=O)C>O1CCCC1>[C:42]([O:46][C:47]([N:49]1[CH2:54][CH2:53][CH:52]([O:22][C:19]2[CH:20]=[CH:21][C:16]([N:11]3[C:10]([C:8](=[O:9])[NH:7][CH:1]4[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]4)=[CH:14][C:13]([CH3:15])=[N:12]3)=[CH:17][CH:18]=2)[CH2:51][CH2:50]1)=[O:48])([CH3:45])([CH3:43])[CH3:44]
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참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 5363146Diisopropyl azodicarboxylateHCID 582568112-(4-Hydroxyphenyl)-5-methyl-2H-pyrazole-3-carboxylic acid cyclohexylamide

생성물 1

HCID 589487744-[4-(5-Cyclohexylcarbamoyl-3-methylpyrazol-1-yl)phenoxy]piperidine-1-carboxylic acid tert-butyl ester

시약·촉매·용매

1
HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-(4-hydroxyphenyl)-5-methyl-2H-pyrazole-3-carboxylic acid cyclohexylamide (300 mg, 1.00 mmol) and triphenylphosphine (291 mg, 1.11 mmol) in tetrahydrofuran (5 mL) was added 1-tert-butoxycarbonyl-4-hydroxypiperidine (221 mg, 1.10 mmol) followed by dropwise addition of diisopropylazodicarboxylate (216 μL, 1.10 mmol). The solution was stirred at room temperature overnight, concentrated and dissolved in ethyl acetate. The ethyl acetate was washed with water, dried (MgSO4) and concentrated to give the crude product in quantitative yield. LC-MS (C27H38N4O4 calculated 482) m/z 483 (M+H).

후처리

  1. concentrationconcentrated
  2. dissolutiondissolved in ethyl acetate
  3. washThe ethyl acetate was washed with water
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-36330e5118a346319ebce1cc2cc1a891
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07981896B2

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