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Dichloromethane → 1-Methyl-3-(1-{3-[3-(4-trifluoromethyl-phenyl)-4,5,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-1-yl]-propyl}-piperidin-4-yl)-1,3-dihydro-benzoimidazol-2-one

HRID 967406
ノート
印刷プレビュー

反応式

HRID 967406 の反応式
C(OC([N:8]1[CH2:13][CH2:12][C:11]2[N:14]([CH2:27][CH2:28][CH2:29][N:30]3[CH2:35][CH2:34][CH:33]([N:36]4[C:40]5[CH:41]=[CH:42][CH:43]=[CH:44][C:39]=5[N:38]([CH3:45])[C:37]4=[O:46])[CH2:32][CH2:31]3)[N:15]=[C:16]([C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=3)[C:10]=2[CH2:9]1)=O)(C)(C)C.C(Cl)Cl>FC(F)(F)C(O)=O>[CH3:45][N:38]1[C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=2[N:36]([CH:33]2[CH2:34][CH2:35][N:30]([CH2:29][CH2:28][CH2:27][N:14]3[C:11]4[CH2:12][CH2:13][NH:8][CH2:9][C:10]=4[C:16]([C:17]4[CH:18]=[CH:19][C:20]([C:23]([F:25])([F:26])[F:24])=[CH:21][CH:22]=4)=[N:15]3)[CH2:31][CH2:32]2)[C:37]1=[O:46]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6344DichloromethaneHCID 691598171-{3-[4-(3-Methyl-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidin-1-yl]-propyl}-3-(4-trifluoromethyl-phenyl)-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester

生成物 1

HCID 222937351-Methyl-3-(1-{3-[3-(4-trifluoromethyl-phenyl)-4,5,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-1-yl]-propyl}-piperidin-4-yl)-1,3-dihydro-benzoimidazol-2-one収率 96%

試薬・触媒・溶媒 1

HCID 6422
Trifluoroacetic acid
溶媒

実験手順

1-{3-[4-(3-Methyl-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidin-1-yl]-propyl}-3-(4-trifluoromethyl-phenyl)-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester (1.19 g, 1.86 mmol) was dissolved in trifluoroacetic acid (5 mL) and CH2Cl2 (5 mL) and allowed to stir at room temperature for 2 h. The reaction mixture was concentrated, diluted with CH2Cl2, and washed with saturated NaHCO3. The organic layer was dried over Na2SO4 and concentrated to afford 1-methyl-3-(1-{3-[3-(4-trifluoromethyl-phenyl)-4,5,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-1-yl]-propyl}-piperidin-4-yl)-1,3-dihydro-benzoimidazol-2-one (0.955 g, 96%) as a white foam. TLC (silica, 10% MeOH/CH2Cl2): Rf=0.19. MS (electrospray) calculated for C29H33F3N6O, 539.3 ([M+H]+). m/z found, 539.3.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additiondiluted with CH2Cl2
  3. washwashed with saturated NaHCO3
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-24a13555baab47f0889cea6824a089d2
出典データセット
uspto-grants-2005_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06953793B2

反応ノート

読み込み中…

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