Heptane → 4-(3,4-Dichloro-phenyl)-2-[4-(3-methanesulfonyl-phenyl)-imidazol-1-yl]-6-methyl-pyrimidine

HRID 1928237노트

반응식

HRID 1928237 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[C:13]([CH3:15])[N:12]=[C:11]([N:16]3[CH:20]=[C:19]([Sn](CCCC)(CCCC)CCCC)[N:18]=[CH:17]3)[N:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].BrC1C=C([CH2:41][S:42](CC2C=CC=C(Br)C=2)(=[O:44])=[O:43])C=CC=1.C[CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[C:13]([CH3:15])[N:12]=[C:11]([N:16]3[CH:20]=[C:19]([C:55]4[CH:56]=[CH:57][CH:58]=[C:59]([S:42]([CH3:41])(=[O:44])=[O:43])[CH:54]=4)[N:18]=[CH:17]3)[N:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

참가 물질

5

반응물 3

HCID 8900HeptaneHCID 534433923-Bromophenylmethyl sulphoneHCID 57468828HCID 57468828, 화합물

생성물 1

HCID 574689844-(3,4-Dichloro-phenyl)-2-[4-(3-methanesulfonyl-phenyl)-imidazol-1-yl]-6-methyl-pyrimidine수율 78%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A stirred mixture of 4-(3,4-dichloro-phenyl)-6-methyl-2-(4-tributylstannanyl-imidazol-1-yl)-pyrimidine (Example G.4) (0.45 g, 0.76 mmol), commercially available 3-bromo-phenylmethyl sulfone (0.20 g, 0.83 mmol), tetrakis(triphenyl-phosphine)palladium (0.053 g, 0.046 mmol) in toluene (8 mL) was heated under reflux conditions for 15 h. Heptane (10 mL) was added at room temperature and the mixture was stirred for 1 h. The precipitate was collected by filtration, washed with heptane and dried to yield the title compound (0.27 g, 78%) as an off-white solid. MS (ISP) 459.2 [(M+H)+]; mp 213° C.

후처리

  1. temperaturewas heated under reflux conditions for 15 h
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with heptane
  4. customdried

출처 및 근거

ORD 기록
ord-841a0647ca684bf5941138d75787c718
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183262B2

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