Sodium Carbonate → (4-{4-[2-(3-Fluorophenylamino)-pyrimidin-5-yl]-phenyl}-cyclohexyl)-acetic acid methyl ester

HRID 1404219노트

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HRID 1404219 반응식
Br[C:2]1[CH:3]=[N:4][C:5]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[CH:10]=2)=[N:6][CH:7]=1.[CH3:16][O:17][C:18](=[O:41])[CH2:19][CH:20]1[CH2:25][CH2:24][CH:23]([C:26]2[CH:31]=[CH:30][C:29](B3OC(C)(C)C(C)(C)O3)=[CH:28][CH:27]=2)[CH2:22][CH2:21]1.C(=O)([O-])[O-].[Na+].[Na+]>COCCOC>[CH3:16][O:17][C:18](=[O:41])[CH2:19][CH:20]1[CH2:21][CH2:22][CH:23]([C:26]2[CH:27]=[CH:28][C:29]([C:2]3[CH:3]=[N:4][C:5]([NH:8][C:9]4[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[CH:10]=4)=[N:6][CH:7]=3)=[CH:30][CH:31]=2)[CH2:24][CH2:25]1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 57992171Methyl 2-(trans-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclohexyl)acetateHCID 638743875-bromo-N-(3-fluorophenyl)pyrimidin-2-amine

생성물 1

HCID 66615836(4-{4-[2-(3-Fluorophenylamino)-pyrimidin-5-yl]-phenyl}-cyclohexyl)-acetic acid methyl ester

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

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온도
125 °C

실험 절차

The mixture of (5-bromopyrimidin-2-yl)-(3-fluorophenyl)-amine (75 mg, 0.28 mmol), {4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclohexyl}-acetic acid methyl ester (Patent WO2004 047755) (100 mg, 0.28 mmol), PdCl2dppf (12 mg, 0.014 mmol), sodium carbonate (2M solution, 0.35 mL) and DME (2 mL) is heated in a microwave at 125° C. for 15 Min. The reaction mixture is extracted with EtOAc, washed with NH4Cl solution. The organic phase is dried with MgSO4, filtered and it is used directly in the next step: (M+H)+ 420.3.

후처리

  1. extractionThe reaction mixture is extracted with EtOAc
  2. washwashed with NH4Cl solution
  3. dry with materialThe organic phase is dried with MgSO4
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-7117512a16144a29ab3b17f7c5458ab7
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08912208B2

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