Triethylamine → 2-Chloro-N-(3-[(1E)-3-oxo-3-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}amino)prop-1-en-1-yl]phenyl)nicotinamide

HRID 2371062ノート

反応式

HRID 2371062 の反応式
[O:1]=[C:2]([NH:18][CH:19]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=1)[C:20]([F:23])([F:22])[F:21])/[CH:3]=[CH:4]/[C:5]1[CH:13]=[CH:12][C:8](C(O)=O)=[C:7](C(F)(F)F)[CH:6]=1.C([N:36](CC)CC)C.[Cl:41][C:42]1[N:50]=[CH:49][CH:48]=[CH:47][C:43]=1[C:44](Cl)=[O:45]>ClC(Cl)Cl.ClCCl>[Cl:41][C:42]1[N:50]=[CH:49][CH:48]=[CH:47][C:43]=1[C:44]([NH:36][C:7]1[CH:8]=[CH:12][CH:13]=[C:5](/[CH:4]=[CH:3]/[C:2](=[O:1])[NH:18][CH:19]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=2)[C:20]([F:23])([F:22])[F:21])[CH:6]=1)=[O:45]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 27745412-Chloronicotinoyl chlorideHCID 866530664-[(1E)-3-Oxo-3-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}amino)prop-1-en-1-yl]-2-(trifluoromethyl)benzoic acid

生成物 1

HCID 866893332-Chloro-N-(3-[(1E)-3-oxo-3-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}amino)prop-1-en-1-yl]phenyl)nicotinamide

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒2 回HCID 6344Dichloromethane溶媒

実験手順

100 mg (0.25 mmol) of (2E)-3-(3-aminophenyl)-N-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]-ethyl}acrylamide from Example 3, Stage 2 and 33.8 mg (0.33 mmol) of triethylamine were initially charged in 1 ml of trichloromethane, and a solution of 49.8 mg (0.33 mmol) of 2-chloronicotinoyl chloride in 1 ml of trichloromethane was added. The reaction solution was stirred at room temperature for 18 hours, then diluted with dichloromethane, washed three times with water and dried over sodium sulphate. The solvent was distilled off under reduced pressure and the residue purified by preparative HPLC (solvent=water (A)+acetonitrile (B), gradient=40 min, from 10% B to 100% B, flow=18 ml/min).

後処理

  1. washwashed three times with water
  2. dry with materialdried over sodium sulphate
  3. distillationThe solvent was distilled off under reduced pressure
  4. customthe residue purified by preparative HPLC (solvent=water (A)+acetonitrile (B), gradient=40 min, from 10% B to 100% B, flow=18 ml/min)

出典と根拠

ORDレコード
ord-2e4a0ed75e7d46709aaaefea9c7a269b
出典データセット
uspto-grants-2014_04
特許番号
US08710242B2

反応ノート

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