Ethylenediamine → HCID 178481762, 화합물

HRID 246786노트

반응식

HRID 246786 반응식
[OH:1][C@@H:2]1[CH2:5][C@H:4]([NH:6][C:7]([C:9]2[C:17]3[C:12](=[N:13][CH:14]=[C:15]([C:18]4[C:26]5[C:21](=[CH:22][C:23]([F:27])=[CH:24][CH:25]=5)[N:20]([CH3:28])[N:19]=4)[N:16]=3)[N:11](COCC[Si](C)(C)C)[CH:10]=2)=[O:8])[CH2:3]1.FC(F)(F)C(O)=O.C(N)CN>ClCCl.O.C(OCC)(=O)C>[OH:1][C@@H:2]1[CH2:3][C@H:4]([NH:6][C:7]([C:9]2[C:17]3[C:12](=[N:13][CH:14]=[C:15]([C:18]4[C:26]5[C:21](=[CH:22][C:23]([F:27])=[CH:24][CH:25]=5)[N:20]([CH3:28])[N:19]=4)[N:16]=3)[NH:11][CH:10]=2)=[O:8])[CH2:5]1

참가 물질

7

반응물 3

HCID 3301EthylenediamineHCID 6422Trifluoroacetic acidHCID 178481750HCID 178481750, 화합물

생성물 1

HCID 178481762HCID 178481762, 화합물수율 79%

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

In a flask, 2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (cis-3-hydroxy-cyclobutyl)-amide (138 mg, 0.27 mmol) was dissolved in dichloromethane (1.3 mL). Trifluoroacetic acid (0.84 mL, 10.9 mmol) was added and the orange solution was stirred at room temperature for 2 h. The reaction mixture was concentrated. The residue (light orange foam) was suspended in dichloromethane (1.3 mL) and ethylenediamine (1.1 mL, 16.3 mmol) was added. The light yellow suspension was stirred at room temperature for 1 h. The reaction mixture was diluted with water and ethyl acetate. The suspension was filtered and washed with water (hot) and ethyl acetate. The resulting off-white powder was dried under high vacuum to afford 81 mg (79%) 2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (cis-3-hydroxy-cyclobutyl)-amide. LC/MS: [M−H]−=379.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. stirringThe light yellow suspension was stirred at room temperature for 1 h
  3. filtrationThe suspension was filtered
  4. washwashed with water (hot) and ethyl acetate
  5. customThe resulting off-white powder was dried under high vacuum

출처 및 근거

ORD 기록
ord-84d67d8fdb744f4099e79c37f479cf0d
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658646B2

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