Sodium Hydroxide → 6-(2-(2,2,2-Trifluoroethoxy)ethoxy)nicotinic acid

HRID 341545노트

반응식

HRID 341545 반응식
[F:1][C:2]([F:19])([F:18])[CH2:3][O:4][CH2:5][CH2:6][O:7][C:8]1[N:13]=[CH:12][C:11]([C:14]([O:16]C)=[O:15])=[CH:10][CH:9]=1.[OH-].[Na+]>CO>[F:19][C:2]([F:1])([F:18])[CH2:3][O:4][CH2:5][CH2:6][O:7][C:8]1[N:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][CH:9]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 66803048Methyl 6-[2-(2,2,2-trifluoroethoxy)ethoxy]pyridine-3-carboxylate2회

생성물 1

HCID 593549156-(2-(2,2,2-Trifluoroethoxy)ethoxy)nicotinic acid수율 57%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Methyl 6-[2-(2,2,2-trifluoroethoxy)ethoxy]pyridine-3-carboxylate (Intermediate 243, 0.453 g, 1.62 mmol) was dissolved in MeOH (5 mL), 2M aq. sodium hydroxide (1.62 mL, 3.24 mmol) was added and the mixture was stirred at room temperature for 1 h. The mixture was then concentrated under vacuum and acidified with 2M hydrochloric acid. The resultant precipitate was filtered off and dried under vacuum to afford the title compound as a white solid (0.245 g, 57%). 1H NMR (500 MHZ, MeOH-d4) δ ppm 8.79 (1H, d), 8.23 (1H, dd), 6.90 (1H, d), 4.55 (2H, dd), 4.03 (2H, q) and 4.01 (2H, dd).

후처리

  1. concentrationThe mixture was then concentrated under vacuum
  2. filtrationThe resultant precipitate was filtered off
  3. customdried under vacuum

출처 및 근거

ORD 기록
ord-a48c2acc145247a0acfd9de77faf8318
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895733B2

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