Tetrahydrofuran → rac-4-(1-Hydroxyethyl)-N-methylpyridine-2-carboxamide

HRID 714449

反応式

HRID 714449 の反応式
[CH:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([NH:11][CH3:12])=[O:10])[CH:4]=1)=[O:2].O1CCC[CH2:14]1.C[Mg]Br.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[OH:2][CH:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([NH:11][CH3:12])=[O:10])[CH:4]=1)[CH3:14]

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 516892Sodium BicarbonateHCID 219638894-formyl-N-methylpicolinamideHCID 178418573HCID 178418573、化合物

生成物 1

HCID 68047396rac-4-(1-Hydroxyethyl)-N-methylpyridine-2-carboxamide

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

At 0° C. and under argon, 393 mg (2.394 mmol) of 4-formyl-N-methylpyridine-2-carboxamide Example 42A were initially charged in 66 ml abs. tetrahydrofuran. At 0° C., 343 mg (2.873 mmol) of methylmagnesium bromide [1.4 mol in toluene/tetrahydrofuran 3/1] were added dropwise, and the reaction solution was stirred at this temperature for 1 h. 200 μl of semisaturated aqueous sodium bicarbonate solution and 200 ml of ethyl acetate were added to the reaction solution. The precipitate was filtered off and washed with ethyl acetate. The filtrate was evaporated.

後処理

  1. filtrationThe precipitate was filtered off
  2. washwashed with ethyl acetate
  3. customThe filtrate was evaporated

出典と根拠

ORDレコード
ord-825df3cf2f284e63927ca94387325f65
出典データセット
uspto-grants-2015_11
特許番号
US09187428B2

関連ノート

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