Methanamine, N-methoxy-, hydrochloride (1:1) → (3RS,4SR)-1-Benzyl-4-(3,4-dichloro-phenyl)-pyrrolidine-3-carboxylic acid methoxy-methyl-amide

HRID 906918ノート

反応式

HRID 906918 の反応式
Cl.[CH3:2][NH:3][O:4][CH3:5].[CH2:6]([N:13]1[CH2:17][CH:16]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=2)[CH:15]([C:26](O)=[O:27])[CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.C(OCC)(=O)C>[CH3:5][O:4][N:3]([CH3:2])[C:26]([CH:15]1[CH:16]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=2)[CH2:17][N:13]([CH2:6][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:14]1)=[O:27]

参加物

7

反応物 4

HCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 16244042(3RS,4SR)-1-Benzyl-4-(3,4-dichloro-phenyl)-pyrrolidine-3-carboxylic acid

生成物 1

HCID 86627620(3RS,4SR)-1-Benzyl-4-(3,4-dichloro-phenyl)-pyrrolidine-3-carboxylic acid methoxy-methyl-amide収率 99%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of N,O-dimethylhydroxylamine hydrochloride (0.41 g, 4.2 mmol) and 1.23 g (3.5 mmol) of (3RS,4SR)-1-Benzyl-4-(3,4-dichloro-phenyl)-pyrrolidine-3-carboxylic acid in DMF (20 mL) at RT was added Hunig base (1.79 ml, 10.5 mmol) and HATU (1.468 g, 3.9 mmol) and stirring was continued for one hour. The reaction mixture was diluted with ethyl acetate and washed with aq. ammonium chloride solution three times. The separated organic layer was washed with brine and dried on Na2SO4 and concentrated under vacuo yielding 1.36 g (99%) of the title compound as a light yellow oil. ES-MS m/e: 393.1 (M+H+).

後処理

  1. washwashed with aq. ammonium chloride solution three times
  2. washThe separated organic layer was washed with brine
  3. customdried on Na2SO4
  4. concentrationconcentrated under vacuo

出典と根拠

ORDレコード
ord-333141e4ab804dd68be1aeb5cbf4fc29
出典データセット
uspto-grants-2011_09
特許番号
US08012998B2

反応ノート

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