Methanol → 2-Methoxy-6-methylpyrimidine-4-carboxylic acid

HRID 2069383노트

반응식

HRID 2069383 반응식
C[O:2][C:3]([C:5]1[CH:10]=[C:9]([CH3:11])[N:8]=[C:7](Cl)[N:6]=1)=[O:4].[CH3:13][OH:14]>[OH-].[Na+]>[CH3:13][O:14][C:7]1[N:6]=[C:5]([C:3]([OH:2])=[O:4])[CH:10]=[C:9]([CH3:11])[N:8]=1

참가 물질

4

반응물 2

HCID 887MethanolHCID 2736835Methyl 2-chloro-6-methylpyrimidine-4-carboxylate

생성물 1

HCID 190184722-Methoxy-6-methylpyrimidine-4-carboxylic acid

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

A suspension of methyl-2-chloro-6-methylpyrimidine-4-carboxylate (5.0 g) in 2N aq. NaOH (67 mL) and methanol (67 mL) is stirred at rt for 24 h. Methanol is evaporated and the aq. phase is acidified with 25% aq. HCl at 0° C. A beige crystalline solid crushes out. It is filtered, rinsed with water and heptane and dried (3.0 g); LC-MS: tR=0.55 min, [M+H]+=169.01; 1H NMR (D6-DMSO): δ 2.50 (s, 3H), 3.94 (s, 3H), 7.52 (s, 1H), 13.7 (s br, 1H).

후처리

  1. customMethanol is evaporated
  2. customis acidified with 25% aq. HCl at 0° C
  3. filtrationIt is filtered
  4. washrinsed with water and heptane
  5. customdried (3.0 g)

출처 및 근거

ORD 기록
ord-b46050ff1e964b5ea06008e685357766
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299086B2

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