Hydrochloric Acid → HCID 59340101, 화합물

HRID 905905노트

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HRID 905905 반응식
Br[C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:22])=[C:7]([C:14]([NH:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[O:15])[C:8](=[O:13])[N:9]2[CH3:12])=[CH:4][CH:3]=1.[CH3:23][C:24]1[C:28](B(O)O)=[C:27]([CH3:32])[O:26][N:25]=1.C([O-])([O-])=O.[Na+].[Na+].Cl>COCCOC.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.C(Cl)(Cl)Cl.CN(C=O)C>[CH3:23][C:24]1[C:28]([C:2]2[CH:11]=[C:10]3[C:5]([C:6]([OH:22])=[C:7]([C:14]([NH:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[O:15])[C:8](=[O:13])[N:9]3[CH3:12])=[CH:4][CH:3]=2)=[C:27]([CH3:32])[O:26][N:25]=1

참가 물질

9

반응물 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 27343463,5-Dimethylisoxazole-4-boronic acidHCID 54681697Methyl 2-(7-bromo-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamido)acetate

생성물 1

HCID 59340101HCID 59340101, 화합물

시약·촉매·용매 4

HCID 178418397HCID 178418397, 화합물촉매HCID 6212Chloroform용매HCID 6228Dimethylformamide용매HCID 80711,2-Dimethoxyethane용매

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온도
75 °C

실험 절차

A mixture of methyl 2-(7-bromo-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamido)acetate (400 mg, 1084 μmol), 3,5-dimethylisoxazol-4-ylboronic acid (305 mg, 2167 μmol) and Pd(PPh3)4 (125 mg, 108 μmol) in 8 ml 1,2-dimethoxyethane (or DMF) and 1.6 ml 2M aqueous Na2CO3 was heated to 75° C. and stirred for 12 hours. The mixture was cooled to 24° C., treated with 1M aqueous HCl and CHCl3, after which solids precipitated. The organic layer was separated and the solids were collected by filtration, and washed with MeOH.

후처리

  1. temperatureThe mixture was cooled to 24° C.
  2. customafter which solids precipitated
  3. customThe organic layer was separated
  4. filtrationthe solids were collected by filtration
  5. washwashed with MeOH

출처 및 근거

ORD 기록
ord-82a42480bc95417499d5f1cc4bfcd055
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012968B2

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