Water → 8-(Bis(2-chlorophenyl)methyl)-3-(2-pyrimidinyl)-8-azabicyclo(3.2.1)octan-3-ol

HRID 2373538ノート

反応式

HRID 2373538 の反応式
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[N:4][C:3]=1[C:8]1([OH:16])[CH2:14][CH:13]2[NH:15][CH:10]([CH2:11][CH2:12]2)[CH2:9]1.Br[CH:18]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[Cl:32])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[Cl:25].C([O-])([O-])=O.[K+].[K+].O>CC#N>[Cl:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[CH:18]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[Cl:32])[N:15]1[CH:13]2[CH2:12][CH2:11][CH:10]1[CH2:9][C:8]([C:3]1[N:4]=[CH:5][CH:6]=[CH:7][N:2]=1)([OH:16])[CH2:14]2

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 826777Bis(2-chlorophenyl)-bromomethaneHCID 674651293-Pyrimidin-2-yl-8-azabicyclo[3.2.1]octan-3-ol hydrochloride

生成物 1

HCID 115830088-(Bis(2-chlorophenyl)methyl)-3-(2-pyrimidinyl)-8-azabicyclo(3.2.1)octan-3-ol

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
22.5 °C

実験手順

Under N2, a well stirred mixture of 3-pyrimidin-2-yl-8-azabicyclo[3.2.1]octan-3-ol hydrochloride (4.5 g, 14 mmol), 1,1′-(bromomethylene)bis(2-chlorobenzene) (5.0 g, 16 mmol) and K2CO3 (10.0 g, 72 mmol) in CH3CN (50 ml) was stirred under reflux and the reaction was followed by HPLC. After complete reaction (36 to 48 h) the mixture was cooled to 20-25° C., water (50 ml) was added and the suspension was stirred for 3 h. The product was filtered off, washed with water (2×25 ml) and dried to constant weight under vacuum and a slight stream of N2 at 50° C. Yield: 5.5 g (87% abs.). Assay (HPLC): 97% pure vs. standard.

後処理

  1. stirringwas stirred
  2. temperatureunder reflux
  3. customAfter complete reaction (36 to 48 h) the mixture
  4. stirringthe suspension was stirred for 3 h
  5. filtrationThe product was filtered off
  6. washwashed with water (2×25 ml)
  7. customdried to constant weight under vacuum
  8. customat 50° C

出典と根拠

ORDレコード
ord-2d906ba5a0414d8493a35b42bf5ff409
出典データセット
uspto-grants-2008_12
特許番号
US07459556B2

反応ノート

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