Trifluoroacetic acid → 4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-N-(piperidin-4-yl)benzamide

HRID 1676617

反応式

HRID 1676617 の反応式
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15](=[O:45])[C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:23]3[N:24]=[CH:25][C:26]4[N:32]([CH3:33])[C:31](=[O:34])[C:30]([F:36])([F:35])[CH2:29][N:28]([CH:37]5[CH2:41][CH2:40][CH2:39][CH2:38]5)[C:27]=4[N:42]=3)=[C:18]([O:43][CH3:44])[CH:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH:37]1([N:28]2[CH2:29][C:30]([F:35])([F:36])[C:31](=[O:34])[N:32]([CH3:33])[C:26]3[CH:25]=[N:24][C:23]([NH:22][C:19]4[CH:20]=[CH:21][C:16]([C:15]([NH:14][CH:11]5[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]5)=[O:45])=[CH:17][C:18]=4[O:43][CH3:44])=[N:42][C:27]2=3)[CH2:38][CH2:39][CH2:40][CH2:41]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 44548769HCID 44548769、化合物

生成物 1

HCID 252530654-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-N-(piperidin-4-yl)benzamide収率 87.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To the solution 0.17 g (0.27 mmole) of 4-[4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-benzoylamino]-piperidine-1-carboxylic acid tert-butyl ester (I-71) in 10 mL of dichloromethane was added 5 mL of trifluoroacetic acid. The mixture was stirred at room temperature for 1 hour. After removal of the solvents under reduced pressure. Then dichloromethane and saturated sodium carbonate were added. The mixture was extracted with dichloromethane three times. The combined organic layers were washed three times with sodium carbonate, three times with water, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Dichloromethane and ether were added to the residue, followed by hexane to give a precipitate. The solid was collected by filtration, washing with hexane to give 0.125 g of 4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-N-piperidin-4-yl-benzamide (I-72) as a white solid.

後処理

  1. customAfter removal of the solvents under reduced pressure
  2. additionThen dichloromethane and saturated sodium carbonate were added
  3. extractionThe mixture was extracted with dichloromethane three times
  4. washThe combined organic layers were washed three times with sodium carbonate, three times with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. additionDichloromethane and ether were added to the residue
  9. customto give a precipitate
  10. filtrationThe solid was collected by filtration
  11. washwashing with hexane

出典と根拠

ORDレコード
ord-bb5d6ff4a8ed485ba376f2947a705f3a
出典データセット
uspto-grants-2011_08
特許番号
US08003785B2

関連ノート

読み込み中…