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Triethylamine → N-[(6-chloro-5-fluoropyridin-3-yl)methyl]-2,2-difluoroethylamine

HRID 1096557
ノート
印刷プレビュー

反応式

HRID 1096557 の反応式
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8]Cl)=[CH:4][C:3]=1[F:10].[F:11][CH:12]([F:15])[CH2:13][NH2:14].C(N(CC)CC)C>C(#N)C>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][NH:14][CH2:13][CH:12]([F:15])[F:11])=[CH:4][C:3]=1[F:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 1362742,2-Difluoroethanamine2 回HCID 216982012-Chloro-5-(chloromethyl)-3-fluoropyridine

生成物 1

HCID 86639346N-[(6-chloro-5-fluoropyridin-3-yl)methyl]-2,2-difluoroethylamine収率 57%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

At 45° C., 520 mg (2.89 mmol) of 6-chloro-3-chloromethyl-5-fluoropyridine (Va-4), 1.05 ml (14.44 mmol) of 2,2-difluoroethylamine and 400 μl (2.89 mmol) of triethylamine in 50 ml of acetonitrile are stirred for about 48 hours. During the reaction, after about 16 hours and 32 hours, a further 0.42 ml (5.78 mmol) of 2,2-difluoroethylamine are added in each case. The reaction mixture is concentrated under reduced pressure and then taken up in 1 N aqueous hydrochloric acid and washed with ethyl acetate. The aqueous phase is made alkaline using 2.5 N aqueous sodium hydroxide solution and extracted repeatedly with ethyl acetate. Drying of the combined organic phases over sodium sulphate and concentration under reduced pressure gives 370 mg (57% of theory) of N-[(6-chloro-5-fluoropyridin-3-yl)methyl]-2,2-difluoroethylamine.

後処理

  1. customDuring the reaction
  2. concentrationThe reaction mixture is concentrated under reduced pressure
  3. washwashed with ethyl acetate
  4. extractionextracted repeatedly with ethyl acetate
  5. dry with materialDrying of the combined organic phases over sodium sulphate and concentration under reduced pressure

出典と根拠

ORDレコード
ord-ec5eefc20c8642a28012a98e91093136
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08138350B2

反応ノート

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