Hydrochloric Acid → HCID 69020952、化合物

HRID 2091972ノート

反応式

HRID 2091972 の反応式
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]3[N:19]=[C:18]([C:20]4[CH:25]=[CH:24][C:23]([NH:26][C:27]([CH:29]5[CH2:33][CH2:32][CH2:31][N:30]5C([O-])=O)=[O:28])=[CH:22][CH:21]=4)[CH:17]=[CH:16][N:15]=3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl.O1CCOC[CH2:39]1>C(OCC)(=O)C.CO>[CH3:39][C@@:29]1([C:27]([NH:26][C:23]2[CH:22]=[CH:21][C:20]([C:18]3[CH:17]=[CH:16][N:15]=[C:14]([NH:13][C:10]4[CH:9]=[CH:8][C:7]([N:1]5[CH2:6][CH2:5][O:4][CH2:3][CH2:2]5)=[CH:12][CH:11]=4)[N:19]=3)=[CH:25][CH:24]=2)=[O:28])[CH2:33][CH2:32][CH2:31][NH:30]1

参加物

6

反応物 3

HCID 313Hydrochloric Acid2 回HCID 312751,4-Dioxane2 回HCID 86636634([(4-{2-[(4-Morpholin-4-ylphenyl)amino]pyrimidin-4-yl}-phenyl)amino]carbonyl}pyrrolidine-1-carboxylate

生成物 1

HCID 69020952HCID 69020952、化合物収率 68%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

1,1-Dimethylethyl (2R)-2-{([(4-{2-[(4-morpholin-4-ylphenyl)amino]pyrimidin-4-yl}-phenyl)amino]carbonyl}pyrrolidine-1-carboxylate (0.38 g, 0.698 mmoles), was dissolved in an ethyl acetate (10 ml) and methanol (2 ml) mixture. 4 M hydrogen chloride in 1,4-dioxane (1.75 ml, 6.98 mmoles, 10 equivalents, purchased from Sigma-Aldrich) was then added in a drop wise fashion over 5-10 minutes. Upon completion of addition, the reaction mixture was stirred at room temperature, and the progress of the reaction monitored by LC/MS. After 16 hours, additional 4M hydrogen chloride in 1,4-dioxane (0.87, 1.25 mmoles, 5 equivalents) was added. After a total of 48 hours the reaction was complete and the resulting slurry was filtered off. The reaction flask was rinsed with ethyl acetate to ensure complete transfer of product. The resulting solid was washed with ethyl acetate (3×10 ml), followed by diethyl ether (3×25 ml) and dried under reduced pressure to give of 0.264 mg 2-methyl-N-(4-{2-[(4-morpholin-4-ylphenyl)amino]-pyrimidin-4-yl}phenyl)prolinamide (68% yield).

後処理

  1. additionUpon completion of addition
  2. customAfter a total of 48 hours
  3. filtrationthe resulting slurry was filtered off
  4. washThe reaction flask was rinsed with ethyl acetate
  5. washThe resulting solid was washed with ethyl acetate (3×10 ml)
  6. customdried under reduced pressure

出典と根拠

ORDレコード
ord-15726524091349f6af67ff7410af6769
出典データセット
uspto-grants-2013_05
特許番号
US08440663B2

反応ノート

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