Ammonium Hydroxide → 2-(1-Methylcyclopropyl)pyridin-4(1H)-one

반응식

[CH3:1][C:2]1([C:5]2O[CH:7]=[CH:8][C:9](=[O:11])[CH:10]=2)[CH2:4][CH2:3]1.[OH-].[NH4+:13]>>[CH3:1][C:2]1([C:5]2[NH:13][CH:7]=[CH:8][C:9](=[O:11])[CH:10]=2)[CH2:4][CH2:3]1

참가 물질

반응물 2

HCID 14923Ammonium Hydroxide

HCID 574170892-(1-Methylcyclopropyl)-4H-pyran-4-one

생성물 1

HCID 552861162-(1-Methylcyclopropyl)pyridin-4(1H)-one

실험 절차

A mixture of 2-(1-methyl-cyclopropyl)-pyran-4-one (Step 1.6) (66.6 mmol) and a 28-30% aqueous solution of ammonium hydroxide (182 mL) was stirred for 1 h at 65° C. After cooling to rt, the reaction mixture was decanted to remove a dark brown solid and then concentrated. The residue was diluted with MeOH and re-concentrated (3×) to afford the title compound as a brown-orange solid. HPLC: tR=3.56 min (method B); LC-MS: tR=0.87 min, [M+H]+ 151; TLC: Rf=0.18 (9:1 CH2Cl2/MeOH).

후처리

customthe reaction mixture was decanted
customto remove a dark brown solid
concentrationconcentrated
additionThe residue was diluted with MeOH
concentrationre-concentrated (3×)

출처 및 근거

ORD 기록: ord-8be7b91bf069441195fde5d3549a121e
출처 데이터셋: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08293753B2

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