1,2-Dichloroethane → HCID 57991969、化合物

HRID 2075334ノート

反応式

HRID 2075334 の反応式
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=1)[C:10](O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.[Cl:38][C:39]1[CH:44]=[N:43][CH:42]=[C:41]2[S:45][C:46]([C:48]3[S:52][C:51]([NH2:53])=[N:50][N:49]=3)=[CH:47][C:40]=12.CCN(C(C)C)C(C)C>CN(C=O)C>[Cl:38][C:39]1[CH:44]=[N:43][CH:42]=[C:41]2[S:45][C:46]([C:48]3[S:52][C:51]([NH:53][C:10](=[O:11])[C@@H:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:3])([CH3:4])[CH3:2])[CH2:13][C:14]4[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:21])([F:22])[F:23])[CH:15]=4)=[N:50][N:49]=3)=[CH:47][C:40]=12

参加物

7

反応物 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 7020838N-[tert-Butoxy(hydroxy)methylidene]-3-(trifluoromethyl)phenylalaninatoHCID 57991954HCID 57991954、化合物

生成物 1

HCID 57991969HCID 57991969、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

(S)-2-((tert-Butoxycarbonyl)amino)-3-(3-(trifluoromethyl)phenyl)propanoic acid (1 g, 3 mmol) purchased from Peptech was mixed with EDC (0.766 g, 4 mmol) and HOBt (0.810 g, 6 mmol) in 5 mL DMF in a round bottom flask. The mixture was stirred at room temperature for 30 minutes. 5-(4-Chlorothieno[2,3-c]pyridin-2-yl)-1,3,4-thiadiazol-2-amine (0.268 g, 1 mmol) was added to the flask followed by addition of DIEA (1.4 mL, 8 mmol). The mixture was heated at 50° C. for one hour. After the DMF was removed under reduced pressure, the remaining residue was mixed with 200 mL EtOAc. The EtOAc solution was washed three times with saturated ammonium chloride aqueous solution, three times with saturated aqueous NaHCO3, and then dried over Na2SO4. After removing the solvent, the product was obtained and used directly in the next step.

後処理

  1. temperatureThe mixture was heated at 50° C. for one hour
  2. customAfter the DMF was removed under reduced pressure
  3. additionthe remaining residue was mixed with 200 mL EtOAc
  4. washThe EtOAc solution was washed three times with saturated ammonium chloride aqueous solution, three times with saturated aqueous NaHCO3
  5. dry with materialdried over Na2SO4
  6. customAfter removing the solvent
  7. customthe product was obtained

出典と根拠

ORDレコード
ord-57f2b07691d343e09cb422de8eb1dbf0
出典データセット
uspto-grants-2011_04
特許番号
US07919504B2

反応ノート

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