Sodium Carbonate → 2-(4-Benzyloxy-2,3-difluorophenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine

HRID 376763노트

반응식

HRID 376763 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:20]=[CH:19][C:18](Br)=[CH:17][N:16]=2)=[C:11]([F:22])[C:10]=1[F:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:24]([O:32][C:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][N:34]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.C(O)C.O>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:20]=[CH:19][C:18]([C:36]3[CH:35]=[N:34][C:33]([O:32][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:38][CH:37]=3)=[CH:17][N:16]=2)=[C:11]([F:22])[C:10]=1[F:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

7

반응물 3

HCID 10340Sodium CarbonateHCID 178694022-[4-(Benzyloxy)-2,3-difluorophenyl]-5-bromopyrimidineHCID 224127982-Octyloxy-5-pyridineboronic acid

생성물 1

HCID 178694012-(4-Benzyloxy-2,3-difluorophenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine수율 61%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 1140Toluene용매

실험 절차

The reaction of 35 mmol of 2-(4-benzyloxy-2,3-difluorophenyl)-5-bromopyrimidine, 44 mmol of 2-octyloxypyridine-5-boronic acid, 70 mmol of sodium carbonate and 0.4 mmol of tetakis(triphenylphosphine)palladium(0) in 120 ml of toluene, 60 ml of ethanol and 60 ml of water is carried out analogously to the procedure indicated for Example 1a). Corresponding chromatographic purification and recrystallization from ethyl acetate gives 10.7 g (61%) of colorless crystals, m.p. 120° C., cl.p. 182-183° C.

후처리

  1. custompurification and recrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-bd44ee1f85224c19aec19a07c2b9daf4
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06022492

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