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

HRID 376762
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HRID 376762 반응식
Br[C:2]1[CH:3]=[N:4][C:5]([C:8]2[CH:9]=[N:10][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]CCCCCC)=[CH:12][CH:13]=2)=[N:6][CH:7]=1.[CH2:27]([O:34][C:35]1[CH:40]=[CH:39][C:38](B(O)O)=[C:37]([F:44])[C:36]=1[F:45])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.C(O)C.O.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH2:27]([O:34][C:35]1[CH:40]=[CH:39][C:38]([C:2]2[CH:7]=[N:6][C:5]([C:8]3[CH:9]=[N:10][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:12][CH:13]=3)=[N:4][CH:3]=2)=[C:37]([F:44])[C:36]=1[F:45])[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 3

HCID 10340Sodium CarbonateHCID 152187534-Benzyloxy-2,3-difluorobenzeneboronic acidHCID 178694045-Bromo2-(6-dodecyloxypyridin-3-yl)pyrimidine

생성물 1

HCID 178693985-(4-Benzyloxy-2,3-difluorophenyl)-2-(6-hexyloxypyridin-3-yl)pyrimidine수율 49.1%

시약·촉매·용매 5

HCID 11776Triphenylphosphine촉매
HCID 6505921
(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium
촉매
HCID 702Ethanol용매
HCID 962Water용매
HCID 1140Toluene용매

실험 절차

The reaction of 6 mmol of 5-bromo-2-(6-dodecyloxypyridin-3-yl)pyrimidine, 6 mmol of 4-benzyloxy-2,3-difluorophenylboronic acid, 12 mmol of sodium carbonate 0.06 mmol of bis(dibenzylideneacetone)palladium(0) and 0.12 mmol of triphenylphosphine in 50 ml of toluene, 25 ml of ethanol and 25 ml of water is carried out analogously to the procedure indicated for Example 1a). Corresponding chromatographic purification gives 1.4 g (42%) of a colorless solid, m.p. 115° C., cl.p. 172° C.

후처리

  1. custompurification

출처 및 근거

ORD 기록
ord-2cf8b4c3f53b479bb896742e282250cc
출처 데이터셋
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06022492

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