Carbon Tetrachloride → HCID 178433939, 화합물

HRID 539077노트

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HRID 539077 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:12][O:11][C:10](=[O:13])[N:9]2[C:14]2[CH:19]=[CH:18][N:17]3[N:20]=[CH:21][C:22]([C:23]4[CH:35]=[CH:34][C:26]([C:27]([NH:29][NH:30][C:31](=[NH:33])[CH3:32])=O)=[CH:25][CH:24]=4)=[C:16]3[N:15]=2)=[CH:4][CH:3]=1.C(Cl)(Cl)(Cl)Cl.C(N(CC)CC)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>CCOC(C)=O.C(Cl)Cl.C(#N)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C@H:8]2[CH2:12][O:11][C:10](=[O:13])[N:9]2[C:14]2[CH:19]=[CH:18][N:17]3[N:20]=[CH:21][C:22]([C:23]4[CH:35]=[CH:34][C:26]([C:27]5[NH:33][C:31]([CH3:32])=[N:30][N:29]=5)=[CH:25][CH:24]=4)=[C:16]3[N:15]=2)=[CH:6][CH:7]=1

참가 물질

7

반응물 4

HCID 5943Carbon TetrachlorideHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 178465658HCID 178465658, 화합물

생성물 1

HCID 178433939HCID 178433939, 화합물수율 6.3%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 21877088Acetonitrile methylene chloride용매

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온도
50 °C

실험 절차

A suspension of (S)-4-(5-(4-(4-fluorophenyl)-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-N′-(1-iminoethyl)benzohydrazide (0.049 g, 0.104 mmol) in 1:1 DCM-acetonitrile (10 mL) was treated with carbon tetrachloride (0.040 mL, 0.414 mmol), triethylamine (0.1442 mL, 1.035 mmol) and triphenylphosphine (0.1086 g, 0.414 mmol) at ambient temperature. The mixture was heated at 50° C. for 2 hours. After cooing to ambient temperature, the mixture was treated with EtOAc, washed with water, dried (phase separator silicone treated filter paper), concentrated and purified on silica gel (2-5% MeOH in DCM) to provide (S)-4-(4-fluorophenyl)-3-(3-(4-(5-methyl-4H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-one (0.003 g, 6% yield) as a yellow oil. LCMS (APCI+) m/z 456 [M+H]+.

후처리

  1. customAfter cooing to ambient temperature
  2. washwashed with water
  3. customdried
  4. addition(phase separator silicone treated filter paper)
  5. concentrationconcentrated
  6. custompurified on silica gel (2-5% MeOH in DCM)

출처 및 근거

ORD 기록
ord-216ee27aa9d741b689b0a5cdbb59023e
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865726B2

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