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Triethylamine → N-Methyl-4-phenylpiperidine-4-carboxamide

HRID 1739109
ノート
印刷プレビュー

反応式

HRID 1739109 の反応式
C([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])C.Cl.[CH3:9]N.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2N=N1.C(Cl)Cl.[CH3:41][N:42]([CH:44]=[O:45])C>>[CH3:41][NH:42][C:44]([C:9]1([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:5][CH2:4][NH:3][CH2:6][CH2:7]1)=[O:45]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 6364545Methylamine hydrochlorideHCID 22350042dichloromethane N,N-dimethylformamide

生成物 1

HCID 22741819N-Methyl-4-phenylpiperidine-4-carboxamide

反応条件

温度
2.5 °C

実験手順

5.29 g of triethylamine and then 1.32 g of methylamine hydrochloride are added to a solution of 4 g of the compound obtained in step A of PREPARATION 1.5 in 20 ml of a DCM/DMF (50:50; v/v) mixture, the resulting mixture is cooled to 0-5° C., 6.37 g of BOP are added and the reaction mixture is left stirring for 24 hours at RT. It is concentrated under vacuum, the residue is extracted with ether, the organic phase is washed with water, with a pH 2 buffer solution, with water, with 10% NaOH solution, with water and with saturated NaCl solution and dried over MgSO4 and the solvent is evaporated off under vacuum. 3.72 g of the expected product are obtained.

後処理

  1. waitthe reaction mixture is left
  2. concentrationIt is concentrated under vacuum
  3. extractionthe residue is extracted with ether
  4. washthe organic phase is washed with water, with a pH 2 buffer solution, with water, with 10% NaOH solution, with water and with saturated NaCl solution
  5. dry with materialdried over MgSO4
  6. customthe solvent is evaporated off under vacuum

出典と根拠

ORDレコード
ord-cf6d0e287cdc495c94aad383c0a11294
出典データセット
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05965580

反応ノート

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