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

HRID 714449

반응식

HRID 714449 반응식
[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]

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 516892Sodium BicarbonateHCID 219638894-formyl-N-methylpicolinamideHCID 178418573HCID 178418573, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-825df3cf2f284e63927ca94387325f65
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187428B2

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