Trifluoroacetic acid → 4-(((3R,4R)-3-ethylpiperidin-4-yl)amino)-6-(1-methyl-1H-pyrazol-4-yl)pyrrolo[1,2-b]pyridazine-3-carboxamide

HRID 877759ノート

反応式

HRID 877759 の反応式
[C:1]([C:4]1[CH:9]=[N:8][N:7]2[CH:10]=[C:11]([C:13]3[CH:14]=[N:15][N:16]([CH3:18])[CH:17]=3)[CH:12]=[C:6]2[C:5]=1[NH:19][C@@H:20]1[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][C@H:21]1[CH2:33][CH3:34])(=[O:3])[NH2:2].FC(F)(F)C(O)=O>ClCCl>[CH2:33]([C@H:21]1[C@H:20]([NH:19][C:5]2[C:6]3[N:7]([CH:10]=[C:11]([C:13]4[CH:14]=[N:15][N:16]([CH3:18])[CH:17]=4)[CH:12]=3)[N:8]=[CH:9][C:4]=2[C:1]([NH2:2])=[O:3])[CH2:25][CH2:24][NH:23][CH2:22]1)[CH3:34]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 68291150(3R,4R)-tert-butyl 4-((3-carbamoyl-6-(1-methyl-1H-pyrazol-4-yl)pyrrolo[1,2-b]pyridazin-4-yl)amino)-3-ethylpiperidine-1-carboxylate

生成物 1

HCID 682916234-(((3R,4R)-3-ethylpiperidin-4-yl)amino)-6-(1-methyl-1H-pyrazol-4-yl)pyrrolo[1,2-b]pyridazine-3-carboxamide収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (3R,4R)-tert-butyl 4-((3-carbamoyl-6-(1-methyl-1H-pyrazol-4-yl)pyrrolo[1,2-b]pyridazin-4-yl)amino)-3-ethylpiperidine-1-carboxylate (288 mg, 0.618 mmol) in dichloromethane (5.0 ml) cooled to 0° C. was added trifluoroacetic acid (288 μl, 3.74 mmol). The reaction was allowed to warm to room temperature and stirring was continued for 1 hr. After removal of the solvent in vacuo, the residue was diluted with ethyl acetate, washed successively with saturated sodium bicarbonate, water, and brine; dried with sodium sulfate, filtered, and concentrated under reduced pressure, yielding 4-(((3R,4R)-3-ethylpiperidin-4-yl)amino)-6-(1-methyl-1H-pyrazol-4-yl)pyrrolo[1,2-b]pyridazine-3-carboxamide (227 mg, 0.618 mmol, 99% yield) as a white solid. LCMS (Method K) m/z 368.4 ([M+H]+).

後処理

  1. customAfter removal of the solvent in vacuo
  2. additionthe residue was diluted with ethyl acetate
  3. washwashed successively with saturated sodium bicarbonate, water, and brine
  4. dry with materialdried with sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-d6ed41a4258741969d72cc7686e16af7
出典データセット
uspto-grants-2015_03
特許番号
US08987268B2

反応ノート

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