1,4-Dioxane → HCID 44539726, 화합물

HRID 1695809노트

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HRID 1695809 반응식
[CH3:1][C@H:2]1[O:7][C@@H:6]([CH3:8])[CH2:5][N:4]([CH2:9][C:10]2[S:11][CH:12]=[C:13]([C:15]([NH:17][C:18]3[CH:26]=[C:25](B4OC(C)(C)CC(C)(C)O4)[CH:24]=[C:23]4[C:19]=3[CH:20]=[N:21][N:22]4[CH3:37])=[O:16])[N:14]=2)[CH2:3]1.Br[C:39]1[CH:40]=[C:41]([NH:46][S:47]([CH3:50])(=[O:49])=[O:48])[C:42]([Cl:45])=[N:43][CH:44]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].O1CCOCC1>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].O>[Cl:45][C:42]1[N:43]=[CH:44][C:39]([C:25]2[CH:24]=[C:23]3[C:19]([CH:20]=[N:21][N:22]3[CH3:37])=[C:18]([NH:17][C:15]([C:13]3[N:14]=[C:10]([CH2:9][N:4]4[CH2:5][C@H:6]([CH3:8])[O:7][C@H:2]([CH3:1])[CH2:3]4)[S:11][CH:12]=3)=[O:16])[CH:26]=2)=[CH:40][C:41]=1[NH:46][S:47]([CH3:50])(=[O:49])=[O:48]

참가 물질

7

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HCID 312751,4-DioxaneHCID 62657Potassium Phosphate, TribasicHCID 58255831HCID 58255831, 화합물HCID 59519513N-(5-bromo-2-chloro-3-pyridinyl)methanesulfonamide

생성물 1

HCID 44539726HCID 44539726, 화합물수율 48.4%

시약·촉매·용매 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)촉매HCID 962Water용매

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온도
100 °C

실험 절차

2-{[(2R,6S)-2,6-Dimethyl-4-morpholinyl]methyl}-N-[1-methyl-6-(4,4,6,6-tetramethyl-1,3,2-dioxaborinan-2-yl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamide (50 mg), N-(5-bromo-2-chloro-3-pyridinyl)methanesulfonamide (27 mg), tripotassium phosphate (61 mg) and Pd(dppf)Cl2 (7 mg) were added to 1,4-dioxane (0.5 ml) and water (0.5 ml) and heated under microwave irradiation for 10 min at 100° C. The reaction was passed through a 2 g silica SPE cartridge, washing with MeOH then evaporating to dryness. The residue was purified on silica, eluting with 0-100% EtOAc/cyclohexane over 30 min to give the title compound (27 mg).

후처리

  1. washwashing with MeOH
  2. customthen evaporating to dryness
  3. customThe residue was purified on silica
  4. washeluting with 0-100% EtOAc/cyclohexane over 30 min

출처 및 근거

ORD 기록
ord-42bc976d7c744c168dce0c8bf55a4944
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163743B2

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