Potassium Carbonate → HCID 178434341, 화합물

HRID 1038846

반응식

HRID 1038846 반응식
C([O-])([O-])=O.[K+].[K+].[CH3:7][C:8]1[C:16]2[C:11](=[CH:12][C:13]([NH2:17])=[CH:14][CH:15]=2)[NH:10][N:9]=1.Cl[C:19]1[N:20]=[C:21]([N:28]2[CH2:33][CH2:32][CH:31]([C:34]#[N:35])[CH2:30][CH2:29]2)[C:22]2[O:27][CH:26]=[CH:25][C:23]=2[N:24]=1.CC(C1C=C(C(C)C)C(C2C=CC=CC=2P(C2CCCCC2)C2CCCCC2)=C(C(C)C)C=1)C>O1CCOCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH3:7][C:8]1[C:16]2[C:11](=[CH:12][C:13]([NH:17][C:19]3[N:20]=[C:21]([N:28]4[CH2:33][CH2:32][CH:31]([C:34]#[N:35])[CH2:30][CH2:29]4)[C:22]4[O:27][CH:26]=[CH:25][C:23]=4[N:24]=3)=[CH:14][CH:15]=2)[NH:10][N:9]=1

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 866651101-(2-Chlorofuro[3,2-d]pyrimidin-4-yl)piperidine-4-carbonitrileHCID 178434350HCID 178434350, 화합물

생성물 1

HCID 178434341HCID 178434341, 화합물수율 28.2%

시약·촉매·용매 2

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 312751,4-Dioxane용매

반응 조건

온도
100 °C

실험 절차

A mixture of K2CO3 (0.052 g, 0.38 mmol), Pd2dba3 (0.017 g, 0.019 mmol), 3-methyl-1H-indazol-6-amine (0.028 g, 0.19 mmol, Advanced ChemBlocks), 1-(2-chlorofuro[3,2-d]pyrimidin-4-yl)piperidine-4-carbonitrile (0.050 g, 0.19 mmol) and X-phos (0.018 g, 0.038 mmol) in 1,4-dioxane (10 mL) was stirred at about 100° C. for about 12 h. The solvent was removed and the residue was purified by Prep-TLC (DCM/MeOH 20:1) to give 1-(2-(3-methyl-1H-indazol-6-ylamino)furo[3,2-d]pyrimidin-4-yl)piperidine-4-carbonitrile (0.020 g, 28%): LC/MS (Table 2, Method 1) Rt=0.63 min; MS m/z: 374 (M+H)+.

후처리

  1. customThe solvent was removed
  2. customthe residue was purified by Prep-TLC (DCM/MeOH 20:1)

출처 및 근거

ORD 기록
ord-b61ffce07c7042d59e42646d4ec6d385
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08551981B2

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