1,2-Dichloroethane → 2,2-Dimethyl-N-[1-[6-(5-{2-[4-(trifluoromethyl)phenyl]ethyl}-1,2,4-oxadiazol-3-yl)quinolin-2-yl]pyrrolidin-3-yl}propanamide

HRID 6815

反応式

HRID 6815 の反応式
[OH:1][NH:2][C:3](=[NH:26])[C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([N:14]1[CH2:18][CH2:17][CH:16]([NH:19][C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:15]1)[CH:8]=[CH:7]2.[F:27][C:28]([F:41])([F:40])[C:29]1[CH:34]=[CH:33][C:32]([CH:35]([CH3:39])C(O)=O)=[CH:31][CH:30]=1.[CH2:42](Cl)CCl>COCCOCCOC>[CH3:24][C:21]([CH3:22])([CH3:23])[C:20]([NH:19][CH:16]1[CH2:17][CH2:18][N:14]([C:9]2[CH:8]=[CH:7][C:6]3[C:11](=[CH:12][CH:13]=[C:4]([C:3]4[N:26]=[C:42]([CH2:39][CH2:35][C:32]5[CH:31]=[CH:30][C:29]([C:28]([F:27])([F:40])[F:41])=[CH:34][CH:33]=5)[O:1][N:2]=4)[CH:5]=3)[N:10]=2)[CH2:15]1)=[O:25]

参加物

5

反応物 3

HCID 111,2-DichloroethaneHCID 102424842-(4-(Trifluoromethyl)phenyl)propanoic acidHCID 178419012HCID 178419012、化合物

生成物 1

HCID 220189022,2-Dimethyl-N-[1-[6-(5-{2-[4-(trifluoromethyl)phenyl]ethyl}-1,2,4-oxadiazol-3-yl)quinolin-2-yl]pyrrolidin-3-yl}propanamide

試薬・触媒・溶媒 1

HCID 8150Diglyme溶媒

反応条件

温度
50 °C

実験手順

To a mixture of the product of Step E, (66 mg) in anhydrous diglyme (2 mL) was added 4-trifluoromethylphenylpropionic acid (1.1 eq.) and EDC (2 eq.). The reaction mixture was heated to 50° C. overnight. After approximately 18 h, the mixture was heated at 110° C. for 2 hr. The mixture was cooled to r.t., quenched with water and extracted with excess EtOAc. The combined extracts were dried over a drying agent filtered and the solvent removed under vacuum. The residue was purified by preparative TLC eluting with EtOAc to afford the product, MS: m/z 538.

後処理

  1. temperaturethe mixture was heated at 110° C. for 2 hr
  2. temperatureThe mixture was cooled to r.t.
  3. customquenched with water
  4. extractionextracted with excess EtOAc
  5. customThe combined extracts were dried over a drying agent
  6. filtrationfiltered
  7. customthe solvent removed under vacuum
  8. customThe residue was purified by preparative TLC
  9. washeluting with EtOAc
  10. customto afford the product, MS

出典と根拠

ORDレコード
ord-5b2ee72421e84c96a53e63a90b2cd355
出典データセット
uspto-grants-2006_08
特許番号
US07084156B2

関連ノート

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