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Potassium Carbonate → tert-butyl 7-(tert-butoxycarbonyl(methyl)amino)-5-(3-(ethylsulfonyl)phenyl)-8-methoxy-3-methyl-9H-pyrido[2,3-b]indole-9-carboxylate

HRID 1642591
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HRID 1642591 반응식
Br[C:2]1[CH:10]=[C:9]([N:11]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH3:12])[C:8]([O:20][CH3:21])=[C:7]2[C:3]=1[C:4]1[CH:32]=[C:31]([CH3:33])[CH:30]=[N:29][C:5]=1[N:6]2[C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23].[CH2:34]([S:36]([C:39]1[CH:40]=[C:41](B(O)O)[CH:42]=[CH:43][CH:44]=1)(=[O:38])=[O:37])[CH3:35].O1CCOCC1.C([O-])([O-])=O.[K+].[K+]>CCOC(C)=O.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:16]([O:15][C:13]([N:11]([CH3:12])[C:9]1[C:8]([O:20][CH3:21])=[C:7]2[C:3]([C:4]3[CH:32]=[C:31]([CH3:33])[CH:30]=[N:29][C:5]=3[N:6]2[C:22]([O:24][C:25]([CH3:28])([CH3:26])[CH3:27])=[O:23])=[C:2]([C:41]2[CH:42]=[CH:43][CH:44]=[C:39]([S:36]([CH2:34][CH3:35])(=[O:37])=[O:38])[CH:40]=2)[CH:10]=1)=[O:14])([CH3:18])([CH3:19])[CH3:17]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 164271023-Ethylsulfonylphenylboronic acidHCID 58880119tert-butyl 5-bromo-7-(tert-butoxycarbonyl(methyl)amino)-8-methoxy-3-methyl-9H-pyrido[2,3-b]indole-9-carboxylate

생성물 1

HCID 58880095tert-butyl 7-(tert-butoxycarbonyl(methyl)amino)-5-(3-(ethylsulfonyl)phenyl)-8-methoxy-3-methyl-9H-pyrido[2,3-b]indole-9-carboxylate

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 8857Ethyl Acetate용매

반응 조건

온도
140 °C

실험 절차

A 5 mL microwave vial was charged with Compound 250 (520 mg, 1.0 mmol), 3-(ethylsulfonyl)phenylboronic acid (321 mg, 1.5 mmol) and Pd(PPh3)4 (116 mg, 0.10 mmol). To the mixture was added dioxane (2 mL) and a saturated aqueous solution of K2CO3 (1 mL). The reaction mixture was heated at 140° C. for 20 min. in microwave. The reaction was diluted with EtOAc and washed with water and brine. The organic extracts were dried (Na2SO4) and concentrated and the crude Compound 251 was taken forward for Boc deprotection.

후처리

  1. washwashed with water and brine
  2. dry with materialThe organic extracts were dried (Na2SO4)
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-75546dda69044c439656d949fdb244aa
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08119655B2

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