Triethylamine → HCID 86670971, 화합물

HRID 515340노트

반응식

HRID 515340 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:32])[CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][C:16]3[CH:21]=[CH:20][C:19]([C:22]([OH:31])([C:27]([F:30])([F:29])[F:28])[C:23]([F:26])([F:25])[F:24])=[CH:18][CH:17]=3)[CH2:11][CH2:10]2)=[CH:4][C:3]=1[F:33].Cl[C:35](OC1C=CC([N+]([O-])=O)=CC=1)=[O:36].Cl.[O:48]1[CH2:52][CH2:51][C@H:50]([NH2:53])[CH2:49]1.C(N(CC)CC)C>O1CCCC1>[F:33][C:3]1[CH:4]=[C:5]([CH:8]([CH:9]2[CH2:10][CH2:11][N:12]([CH2:15][C:16]3[CH:17]=[CH:18][C:19]([C:22]([OH:31])([C:27]([F:30])([F:28])[F:29])[C:23]([F:24])([F:25])[F:26])=[CH:20][CH:21]=3)[CH2:13][CH2:14]2)[OH:32])[CH:6]=[CH:7][C:2]=1[NH:1][C:35]([NH:53][C@H:50]1[CH2:51][CH2:52][O:48][CH2:49]1)=[O:36]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 821294-Nitrophenyl chloroformateHCID 18664284(3S)-oxolan-3-amine hydrochlorideHCID 86670969HCID 86670969, 화합물

생성물 1

HCID 86670971HCID 86670971, 화합물수율 17.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-(4-((4-((4-Amino-3-fluorophenyl)(hydroxy)methyl)piperidin-1-yl)methyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (0.125 mmol, 60 mg) and 4-nitrophenyl chloroformate (0.125 mmol, 25.2 mg) were combined in tetrahydrofuran (2 mL) and the reaction stirred at room temperature for 1 hour. (S)-Tetrahydrofuran-3-amine hydrochloride (0.125 mmol, 15.43 mg) and triethylamine (0.500 mmol, 50.6 mg) were added and the mixture stirred at room temperature overnight. The mixture was concentrated under reduced pressure and the resulting residue purified by silica gel column chromatography (eluting with dichloromethane to 10% methanol/dichloromethane) to afford the title compound (13 mg). MS (ESI) m/z 594.7 [M+H]+

후처리

  1. stirringthe mixture stirred at room temperature overnight
  2. concentrationThe mixture was concentrated under reduced pressure
  3. customthe resulting residue purified by silica gel column chromatography (eluting with dichloromethane to 10% methanol/dichloromethane)

출처 및 근거

ORD 기록
ord-c902277b774a46f7bc7664b995d945f2
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108939B2

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