Potassium Carbonate → 1-[(S)-1-(2,3-Dihydro-benzo[1,4]dioxin-2-yl)methyl]-3-(2-methoxy-phenyl)-pyrrolidine

HRID 453839

反応式

HRID 453839 の反応式
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][C@@H:2]1[CH2:11]OS(C1C=CC(C)=CC=1)(=O)=O.Cl.[CH3:24][O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[CH:32]1[CH2:36][CH2:35][NH:34][CH2:33]1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][C@@H:2]1[CH2:11][N:34]1[CH2:35][CH2:36][CH:32]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[O:25][CH3:24])[CH2:33]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 7101148(R)-(2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)methyl 4-methylbenzenesulfonateHCID 232880023-(2-Methoxyphenyl)pyrrolidine hydrochloride

生成物 1

HCID 667271771-[(S)-1-(2,3-Dihydro-benzo[1,4]dioxin-2-yl)methyl]-3-(2-methoxy-phenyl)-pyrrolidine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
120 °C

実験手順

Toluene-4-sulfonic acid (R)-1-(2,3-dihydro-benzo[1,4]dioxin-2-yl)methyl ester (0.156 mmol), 3-(2-methoxyphenyl)pyrrolidine HCl (1.55 mmol, 32 mg), K2CO3 (0.342 mmol, 47 mg) and acetonitrile (1 ml) were mixed and heated in a microwave reactor at 120 ° C. for 2.5 h. The reaction mixture was filtrated and the solution was absorbed on silica. Flash chromatography, using a gradient of heptane/EtOAc as eluent, gave 20 mg g of the title compound.

後処理

  1. filtrationThe reaction mixture was filtrated
  2. customthe solution was absorbed on silica

出典と根拠

ORDレコード
ord-2cd883d55ac34d13977095748db41765
出典データセット
uspto-grants-2013_07
特許番号
US08492549B2

関連ノート

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