Sodium Bicarbonate → HCID 58830635、化合物

HRID 2353397ノート

反応式

HRID 2353397 の反応式
Br[C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]3[CH:12]=[N:13][C:14]([Cl:17])=[CH:15][CH:16]=3)=[N:7][NH:8]2)=[CH:4][C:3]=1[F:18].[CH2:19]([NH:21][C:22](=[O:39])[C:23]1[CH:28]=[CH:27][C:26]([CH3:29])=[C:25](B2OC(C)(C)C(C)(C)O2)[CH:24]=1)[CH3:20].C(=O)(O)[O-].[Na+]>C(O)(C)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Cl:17][C:14]1[N:13]=[CH:12][C:11]([C:6]2[C:5]3[C:9](=[CH:10][C:2]([C:25]4[CH:24]=[C:23]([CH:28]=[CH:27][C:26]=4[CH3:29])[C:22]([NH:21][CH2:19][CH3:20])=[O:39])=[C:3]([F:18])[CH:4]=3)[NH:8][N:7]=2)=[CH:16][CH:15]=1

参加物

6

反応物 3

HCID 516892Sodium BicarbonateHCID 588306386-Bromo-3-(6-chloro-3-pyridinyl)-5-fluoro-1H-indazole2 回HCID 60133236HCID 60133236、化合物2 回

生成物 1

HCID 58830635HCID 58830635、化合物収率 8.2%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 3776Isopropanol溶媒

反応条件

温度
150 °C

実験手順

A mixture of 6-bromo-3-(6-chloro-3-pyridinyl)-5-fluoro-1H-indazole (Intermediate 12, 16 mg), N-ethyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (Intermediate 10, 15 mg), 1M aqueous sodium bicarbonate (1 ml) and tetrakis(triphenylphosphine)palladium (0) (6 mg) in isopropanol (1 ml) was heated at 150° C. for 15 mins in a microwave oven. The reaction mixture was partitioned between chloroform and water and the organic layer separated via hydrophobic filter tube. The organic layer was evaporated and purified by mass directed preparative HPLC to give the title compound 1.64 mg.

後処理

  1. customThe reaction mixture was partitioned between chloroform and water
  2. customthe organic layer separated via hydrophobic filter tube
  3. customThe organic layer was evaporated
  4. custompurified by mass

出典と根拠

ORDレコード
ord-5037264fe89c423fb43fbc906da77499
出典データセット
uspto-grants-2010_07
特許番号
US07750026B2

反応ノート

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