Sodium Carbonate → [6-(2-Amino-pyrimidin-5-yl)-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

HRID 1517104

반응식

HRID 1517104 반응식
COC(C1C(C)=CC(C2C=CC=C(C(F)(F)F)C=2)=CN=1)=O.Cl[C:23]1[N:28]=[C:27]([C:29]([N:31]2[CH2:36][CH2:35][CH:34]([N:37]3[CH2:41][CH2:40][CH2:39][CH2:38]3)[CH2:33][CH2:32]2)=[O:30])[C:26]([CH3:42])=[CH:25][C:24]=1[C:43]1[CH:48]=[CH:47][CH:46]=[C:45]([C:49]([F:52])([F:51])[F:50])[CH:44]=1.[NH2:53][C:54]1[N:59]=[CH:58][C:57](B(O)O)=[CH:56][N:55]=1.C(=O)([O-])[O-].[Na+].[Na+]>O1CCOCC1.O.[Pd](Cl)Cl>[NH2:53][C:54]1[N:59]=[CH:58][C:57]([C:23]2[N:28]=[C:27]([C:29]([N:31]3[CH2:36][CH2:35][CH:34]([N:37]4[CH2:41][CH2:40][CH2:39][CH2:38]4)[CH2:33][CH2:32]3)=[O:30])[C:26]([CH3:42])=[CH:25][C:24]=2[C:43]2[CH:48]=[CH:47][CH:46]=[C:45]([C:49]([F:52])([F:51])[F:50])[CH:44]=2)=[CH:56][N:55]=1

참가 물질

7

반응물 4

HCID 10340Sodium CarbonateHCID 17750211(2-Aminopyrimidin-5-yl)boronic acidHCID 44547211[6-Chloro-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanoneHCID 574411233-Methyl-5-(3-trifluoromethyl-phenyl)-pyridine-2-carboxylic acid methyl ester

생성물 1

HCID 44547504[6-(2-Amino-pyrimidin-5-yl)-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

시약·촉매·용매 2

HCID 24290Palladium Chloride촉매HCID 218864351,4-Dioxane--water (1/1)용매

실험 절차

In analogy to the procedure described for the preparation of intermediate 1A, [6-chloro-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (example 3) was reacted with 2-aminopyrimidin-5-yl-boronic acid, (1,1′-bis-diphenylphosphino)-ferrocene)palladium-(II)dichloride (1:1 complex with CH2Cl2) and sodium carbonate in dioxane/water at 80° C. to give the title compound as dark brown oil. MS: 511.4 (MH+).

출처 및 근거

ORD 기록
ord-37878fc7c16e4a61ba1d6b9e131814eb
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08227613B2

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