Pyridine → HCID 86685890, 화합물

HRID 1629796노트

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HRID 1629796 반응식
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[O:20]([CH2:27][C:28]([OH:30])=O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.ClC(Cl)(Cl)C#N.[NH2:37][C@@:38]([C:53]1[CH:58]=[CH:57][C:56]([O:59][CH2:60][CH2:61][CH2:62][C:63]([F:66])([F:65])[F:64])=[CH:55][CH:54]=1)([C:49]([F:52])([F:51])[F:50])[CH2:39][C:40]([C:42]1[CH:47]=[CH:46][C:45]([CH3:48])=[CH:44][CH:43]=1)=[O:41].N1C=CC=CC=1>C(Cl)Cl>[O:20]([CH2:27][C:28]([NH:37][C@:38]([C:53]1[CH:58]=[CH:57][C:56]([O:59][CH2:60][CH2:61][CH2:62][C:63]([F:64])([F:65])[F:66])=[CH:55][CH:54]=1)([CH2:39][C:40](=[O:41])[C:42]1[CH:43]=[CH:44][C:45]([CH3:48])=[CH:46][CH:47]=1)[C:49]([F:52])([F:51])[F:50])=[O:30])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

참가 물질

7

반응물 5

HCID 1049PyridineHCID 11011TrichloroacetonitrileHCID 11776TriphenylphosphineHCID 19188Phenoxyacetic AcidHCID 86685849(S)-3-Amino-4,4,4-trifluoro-1-p-tolyl-3-(4-(4,4,4-trifluorobutoxy)phenyl)-butan-1-one

생성물 1

HCID 86685890HCID 86685890, 화합물수율 69%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a mixture of triphenylphosphine (138 mg, 0.318 mmol) in dry DCM (0.8 mL) was added 2-phenoxyacetic acid (26 mg, 0.173 mmol), followed by trichloroacetonitrile (30 mg, 0.208 mmol). The mixture was stirred at rt for 2.5 h. To the mixture was added a solution of Intermediate 2F, isomer 2 (30 mg, 0.069 mmol) in dry DCM (0.5 mL) followed by pyridine (17 μL, 0.208 mmol). The reaction was stirred at rt overnight. The mixture was concentrated and purified by preparative HPLC (MeOH/H2O/TFA) to yield the desired product (27 mg, 69%) as a brown oil. LCMS Anal. Calc'd for C29H27F6NO4 567.18, found [M+H] 568.3.

후처리

  1. stirringThe reaction was stirred at rt overnight
  2. concentrationThe mixture was concentrated
  3. custompurified by preparative HPLC (MeOH/H2O/TFA)

출처 및 근거

ORD 기록
ord-eea8db4d142f4237996c100e1579492b
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08791091B2

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