Triethylamine → HCID 86670971、化合物

HRID 515340ノート

反応式

HRID 515340 の反応式
[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]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 821294-Nitrophenyl chloroformateHCID 18664284(3S)-oxolan-3-amine hydrochlorideHCID 86670969HCID 86670969、化合物

生成物 1

HCID 86670971HCID 86670971、化合物収率 17.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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]+

後処理

  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)

出典と根拠

ORDレコード
ord-c902277b774a46f7bc7664b995d945f2
出典データセット
uspto-grants-2015_08
特許番号
US09108939B2

反応ノート

読み込み中…