Trifluoroacetic acid → [5-(3-Chloro-propoxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]-(4,4-difluoro-piperidin-1-yl)-methanone

HRID 1437701

反応式

HRID 1437701 の反応式
C(OC([N:8]1[C:12]2=[N:13][CH:14]=[C:15]([O:17][CH2:18][CH2:19][CH2:20][Cl:21])[CH:16]=[C:11]2[CH:10]=[C:9]1[C:22]([N:24]1[CH2:29][CH2:28][C:27]([F:31])([F:30])[CH2:26][CH2:25]1)=[O:23])=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:21][CH2:20][CH2:19][CH2:18][O:17][C:15]1[CH:16]=[C:11]2[CH:10]=[C:9]([C:22]([N:24]3[CH2:25][CH2:26][C:27]([F:31])([F:30])[CH2:28][CH2:29]3)=[O:23])[NH:8][C:12]2=[N:13][CH:14]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 684252235-(3-Chloro-propoxy)-2-(4,4-difluoro-piperidine-1-carbonyl)-pyrrolo[2,3-b]pyridine-1-carboxylic Acid tert-butyl Ester

生成物 1

HCID 68424352[5-(3-Chloro-propoxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]-(4,4-difluoro-piperidin-1-yl)-methanone

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

The solution of 1.3 g (2.8 mmol) 5-(3-chloro-propoxy)-2-(4,4-difluoro-piperidine-1-carbonyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester in 15 ml dichloromethane was cooled down to 0° C., then 4.2 ml (6.3 g, 55.5 mmol) trifluoroacetic acid was added and the cooling bath was removed. After 1.5 hours the solution was cooled again down to 0° C. and 60 ml of an aqueous 1M sodium hydroxide solution was added slowly. The solution was extracted three times with dichloromethane, the combined organic layers were washed with brine, dried over magnesium sulfate, filtered and 50 ml n-heptane) was added. The dichloromethane was evaporated at a rotary evaporator and the resulting suspension was filtered and washed with n-heptane and the colorless solid (0.92 g, 93%) was dried under high vacuum.

後処理

  1. customthe cooling bath was removed
  2. additionwas added slowly
  3. extractionThe solution was extracted three times with dichloromethane
  4. washthe combined organic layers were washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. addition50 ml n-heptane) was added
  8. customThe dichloromethane was evaporated at a rotary evaporator
  9. filtrationthe resulting suspension was filtered
  10. washwashed with n-heptane
  11. dry with materialthe colorless solid (0.92 g, 93%) was dried under high vacuum

出典と根拠

ORDレコード
ord-5066651d50ae41b898de29b7d10ab15a
出典データセット
uspto-grants-2009_11
特許番号
US07622466B2

関連ノート

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