1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-[2-(5-Trifluoromethyl-benzo[d]isoxazol-3-ylamino)-acetylamino]-azetidine-1-carboxylic acid tert-butyl ester

HRID 2089130

反応式

HRID 2089130 の反応式
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[CH:5][C:6]2[O:10][N:9]=[C:8]([NH:11][CH2:12][C:13]([OH:15])=O)[C:7]=2[CH:16]=1.[C:19]([O:23][C:24]([N:26]1[CH2:29][CH:28]([NH2:30])[CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20].CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1>C(Cl)Cl>[C:19]([O:23][C:24]([N:26]1[CH2:29][CH:28]([NH:30][C:13](=[O:15])[CH2:12][NH:11][C:8]2[C:7]3[CH:16]=[C:3]([C:2]([F:1])([F:18])[F:17])[CH:4]=[CH:5][C:6]=3[O:10][N:9]=2)[CH2:27]1)=[O:25])([CH3:22])([CH3:20])[CH3:21]

参加物

6

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 1516507Tert-butyl 3-aminoazetidine-1-carboxylateHCID 58548759HCID 58548759、化合物

生成物 1

HCID 674789043-[2-(5-Trifluoromethyl-benzo[d]isoxazol-3-ylamino)-acetylamino]-azetidine-1-carboxylic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

(5-Trifluoromethyl-benzo[d]isoxazol-3-ylamino)-acetic acid (2.6 g, 9.99 mmol), 3-amino-azetidine-1-carboxylic acid tert-butyl ester (1.72 g, 9.99 mmol), EDCI (2.3 g, 12.0 mmol), HOBt (1.62 g, 12.0 mmol) in DCM (20 mL) were stirred at room temperature for 4 hours. The reaction was then partitioned between DCM and water. The aqueous layer was extracted two times with DCM. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give the crude material, which was purified by silica gel column (hexanes:ethyl acetate 1:1) to afford the title compound as white foam.

後処理

  1. customThe reaction was then partitioned between DCM and water
  2. extractionThe aqueous layer was extracted two times with DCM
  3. washThe combined organic layer was washed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give the crude material, which
  8. customwas purified by silica gel column (hexanes:ethyl acetate 1:1)

出典と根拠

ORDレコード
ord-97f377bbd18b4f32bdf663b3ad34a745
出典データセット
uspto-grants-2013_05
特許番号
US08436023B2

関連ノート

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