Pyridine → Cis-2-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-N-methylcyclohexanecarboxamide

HRID 74964

반응식

HRID 74964 반응식
C(=O)([O-])[O-].[Na+].[Na+].ClC1C=C2C(B3OC(C)(C)C(C)(C)O3)=CN(S(C3C=CC(C)=CC=3)(=O)=O)C2=NC=1.[Cl:36][C:37]1[CH:38]=[C:39]2[C:45]([C:46]3[N:51]=[C:50](S(C)=O)[C:49]([F:55])=[CH:48][N:47]=3)=[CH:44][N:43](S(C3C=CC(C)=CC=3)(=O)=O)[C:40]2=[N:41][CH:42]=1.C(=O)(O[C@H]1CCOC1)O[N:68]1[C:72](=O)C[CH2:70][C:69]1=[O:74].[N:82]1[CH:87]=[CH:86][CH:85]=[CH:84][CH:83]=1>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.CO.CN(C)C=O.ClCCl.O1CCCC1.COCCOC.O>[Cl:36][C:37]1[CH:38]=[C:39]2[C:45]([C:46]3[N:51]=[C:50]([NH:82][C@H:87]4[CH2:86][CH2:85][CH2:84][CH2:83][C@H:70]4[C:69]([NH:68][CH3:72])=[O:74])[C:49]([F:55])=[CH:48][N:47]=3)=[CH:44][NH:43][C:40]2=[N:41][CH:42]=1

참가 물질

12

반응물 5

HCID 1049PyridineHCID 10340Sodium CarbonateHCID 11229944Carbonic Acid 2,5-Dioxopyrrolidin-1-yl (S)-Tetrahydrofuran-3-yl EsterHCID 575977475-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 672853215-Chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine2회

생성물 1

HCID 68007868Cis-2-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-N-methylcyclohexanecarboxamide

시약·촉매·용매 6

HCID 178418397HCID 178418397, 화합물촉매HCID 887Methanol용매HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매2회HCID 8028Tetrahydrofuran용매HCID 18180031Water 1,2-dimethoxyethane용매

실험 절차

Pd(PPh3)4, sodium carbonate, DME/water, reflux; (b) meta-chloroperbenzoic acid, dichloromethane, rt; (c) 20a, tetrahydrofuran, 50° C.; (d) trifluoroacetic acid, dichloromethane, rt; (e) morpholine-4-carbonyl chloride, dimethylformamide, rt; (f) sodium methoxide, methanol, rt.

출처 및 근거

ORD 기록
ord-59024c44376b48a9819375bd1f094ec6
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829007B2

연결된 노트

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