Hydrochloric Acid → HCID 68008364, 화합물

HRID 533161노트

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HRID 533161 반응식
Br[C:2]1[CH:3]=[N:4][C:5](Cl)=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].[CH2:13]([Sn](CCCC)(CCCC)C=C)[CH2:14]CC.Cl.C(=O)(O)[O-].[Na+].[C:34]1(C)C=CC=C[CH:35]=1>C1(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)C=CC=CC=1>[CH:13]([C:5]1[N:4]=[CH:3][C:2]([CH:34]=[CH2:35])=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8])=[CH2:14]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 81998TributylvinyltinHCID 516892Sodium BicarbonateHCID 2763343Methyl 5-bromo-2-chloronicotinate

생성물 1

HCID 68008364HCID 68008364, 화합물수율 86%

시약·촉매·용매 1

HCID 178420554HCID 178420554, 화합물촉매

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온도
110 °C

실험 절차

Methyl 5-bromo-2-chloronicotinate (6.9 g, 27.6 mmol) was dissolved into toluene (100 mL). Tributyl(vinyl)tin (19.7 g, 62.1 mmol) was added, followed by tetrakistriphenylphosphinopalladium (2.5 g, 2.1 mmol), and the reaction heated at 110° C. for 3 h. The reaction mixture was poured onto 2 N HCl (100 mL) and stirred for 30 min, then neutralized with saturated sodium bicarbonate. The organic layer was removed, concentrated and purified over silica gel using automated chromatography to give 4.5 g (86%) of the compound. LC-MS (M+H)=190.1.

후처리

  1. customThe organic layer was removed
  2. concentrationconcentrated
  3. custompurified over silica gel using automated chromatography

출처 및 근거

ORD 기록
ord-f821f7e0e89d4d5bbf7211364d9b9990
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853237B2

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