Sodium Carbonate → HCID 118046190、化合物

HRID 596066ノート

反応式

HRID 596066 の反応式
[NH2:1][C:2]1[C:7]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[C:10]([F:18])[CH:9]=2)=[CH:6][C:5](B2OC(C)(C)C(C)(C)O2)=[CH:4][N:3]=1.F[CH:29](F)[N:30]1[CH:34]=[C:33](I)[C:32](C)=[N:31]1.C([O-])([O-])=O.[Na+].[Na+].[O-]S([O-])(=O)=O.[Na+].[Na+]>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].CCOC(C)=O.COCCOC>[NH2:1][C:2]1[C:7]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[C:10]([F:18])[CH:9]=2)=[CH:6][C:5]([C:33]2[CH:32]=[N:31][N:30]([CH3:29])[CH:34]=2)=[CH:4][N:3]=1

参加物

8

反応物 4

HCID 10340Sodium CarbonateHCID 24436Sodium SulfateHCID 463183071-(Difluoromethyl)-4-iodo-3-methyl-1H-pyrazoleHCID 123330616HCID 123330616、化合物

生成物 1

HCID 118046190HCID 118046190、化合物

試薬・触媒・溶媒 3

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 80711,2-Dimethoxyethane溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

A mixture of crude methyl 4-(2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-2-fluorobenzoate (712 mg, 1.912 mmol), 1-(difluoromethyl)-4-iodo-3-methyl-1H-pyrazole (740 mg, 2.87 mmol), PdCl2(dppf) (70.0 mg, 0.096 mmol), DME (7.899 mL), and 2M Na2CO3 (3.95 mL) was heated at 100° C. overnight. After adding Na2SO4 followed by dilution with EtOAc, the reaction mixture was filtered off and the resulting volatile materials were concentrated in vacuo. The crude product was purified by flash chromatography eluting with 0-100% of EtOAc in DCM. LCMS (m/z): 491.1 (MH+), 0.64 min

後処理

  1. filtrationthe reaction mixture was filtered off
  2. concentrationthe resulting volatile materials were concentrated in vacuo
  3. customThe crude product was purified by flash chromatography
  4. washeluting with 0-100% of EtOAc in DCM
  5. custom491.1 (MH+), 0.64 min

出典と根拠

ORDレコード
ord-82a1d98e52b84479b39aa76c01f42891
出典データセット
uspto-grants-2016_01
特許番号
US09242996B2

反応ノート

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