Hydrochloric Acid → HCID 69020952, 화합물

HRID 2091972노트

반응식

HRID 2091972 반응식
[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

참가 물질

6

반응물 3

HCID 313Hydrochloric Acid2회HCID 312751,4-Dioxane2회HCID 86636634([(4-{2-[(4-Morpholin-4-ylphenyl)amino]pyrimidin-4-yl}-phenyl)amino]carbonyl}pyrrolidine-1-carboxylate

생성물 1

HCID 69020952HCID 69020952, 화합물수율 68%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-15726524091349f6af67ff7410af6769
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08440663B2

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