Potassium Phosphate, Tribasic → 4-(1H-indol-4-ylamino)-5-[4-methoxy-3-(2-methoxyethoxy)phenyl]nicotinonitrile

참여 물질

역할	이름	HCID	투입량
반응물	Potassium Phosphate, Tribasic	HCID 62657	—
반응물	4-Aminoindole	HCID 583431	—
반응물	2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl	HCID 2734217	—
반응물	4-Chloro-5-[4-methoxy-3-(2-methoxyethoxy)phenyl]nicotinonitrile	HCID 68465303	—
촉매	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
용매	1,2-Dimethoxyethane	HCID 8071	—
생성물	4-(1H-indol-4-ylamino)-5-[4-methoxy-3-(2-methoxyethoxy)phenyl]nicotinonitrile	HCID 24865071	33%

반응 조건

온도	90 °C

반응 단계

To a stirred solution of 4-chloro-5-[4-methoxy-3-(2-methoxyethoxy)phenyl]-nicotinonitrile (100 mg, 0.313 mmol), 4-aminoindole (62 mg, 0.47 mmol), DavePhos (37 mg, 0.094 mmol), and K3PO4 (99.8 mg, 0.47 mmol) in 4 mL of anhydrous ethylene glycol dimethyl ether was added Pd2(dba)3 (28.7 mg, 0.031 mmol). The mixture was heated to 90° C. for 2 h, then cooled, filtered through celite, concentrated in vacuo, and crystallized by tritration with ether/hexane to yield 42.5 mg (33% yield) of the title compound 153 as a tan solid. MS: 415.1 (M+H), HPLC retention time: 7.70 min(b).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07781591B2
출처 데이터셋	uspto-grants-2010_08
ORD ID	ord-feed64999c964000b05bdf1cd65abd7b
출처 메모	uspto-grants-2010_08