Sodium Bicarbonate → HCID 58830635, 화합물

HRID 2353397노트

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HRID 2353397 반응식
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

참가 물질

6

반응물 3

HCID 516892Sodium BicarbonateHCID 588306386-Bromo-3-(6-chloro-3-pyridinyl)-5-fluoro-1H-indazole2회HCID 60133236HCID 60133236, 화합물2회

생성물 1

HCID 58830635HCID 58830635, 화합물수율 8.2%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 3776Isopropanol용매

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온도
150 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5037264fe89c423fb43fbc906da77499
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07750026B2

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