Potassium Carbonate → 6-(4-Formyl-2,6-difluoro-phenoxy)-nicotinonitrile

반응식

[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:11])[C:9]=1[OH:10])[CH:5]=[O:6].Cl[C:13]1[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][N:14]=1.C([O-])([O-])=O.[K+].[K+]>>[CH:5]([C:4]1[CH:3]=[C:2]([F:1])[C:9]([O:10][C:13]2[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][N:14]=2)=[C:8]([F:11])[CH:7]=1)=[O:6]

참가 물질

반응물 3

HCID 11430Potassium Carbonate

HCID 51520946-Chloro-3-pyridinecarbonitrile

HCID 101925843,5-Difluoro-4-hydroxybenzaldehyde

생성물 1

HCID 859574916-(4-Formyl-2,6-difluoro-phenoxy)-nicotinonitrile수율 69.1%

실험 절차

Using a method similar to Example 710, Step 2, using 3,5-difluoro-4-hydroxy-benzaldehyde (Journal of Medicinal Chemistry (1989), 32(2), 450-5.) (2.50 g, 15.8 mmol), 6-chloronicotinonitrile (2.19 g, 15.8 mmol) and K2CO3 (3.27 g, 23.7 mmol) gives 6-(4-formyl-2,6-difluoro-phenoxy)-nicotinonitrile (2.84 g) as a white solid. 1H NMR (CDCl3): 9.95 (s, 1H), 8.39 (s, 1H), 8.02 (d, 1H), 7.58 (d, 2H), 7.25 (d, 1H).

출처 및 근거

ORD 기록: ord-142ed43d74804dfab9798461e8506c11
출처 데이터셋: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07381719B2

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