Tetrahydrofuran → N~2~-{2-Chloro-4-[(4-Methylpiperazin-1-Yl)carbonyl]phenyl}-N~2~,N~8~-Dimethyl-4,5-Dihydrothieno[3,2-D][1]benzoxepine-2,8-Dicarboxamide

https://huagongshe.com/ko/reaction/84493

참여 물질

역할	이름	HCID	투입량
반응물	Tetrahydrofuran	HCID 8028	—
반응물	1,8-Diazabicyclo(5.4.0)undec-7-ene	HCID 81184	—
반응물	8-bromo-N-(2-chloro-4-(4-methylpiperazine-1-carbonyl)phenyl)-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide	HCID 56834369	—
촉매	Molybdenum carbonyl (Mo(CO)6)	HCID 98885	—
촉매	trans-Bis(acetato)bis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium(II)	HCID 11104995	—
용매	Methylamine	HCID 6329	—
용매	Ethyl Acetate	HCID 8857	—
생성물	N~2~-{2-Chloro-4-[(4-Methylpiperazin-1-Yl)carbonyl]phenyl}-N~2~,N~8~-Dimethyl-4,5-Dihydrothieno[3,2-D][1]benzoxepine-2,8-Dicarboxamide	HCID 44242776	32%

반응 조건

온도	150 °C

반응 단계

To a solution containing 8-bromo-N-(2-chloro-4-(4-methylpiperazine-1-carbonyl)phenyl)-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide (0.075 g, 0.13 mmol) in tetrahydrofuran (1.50 mL, 18.5 mmol), 2.00 M of methylamine in tetrahydrofuran (0.196 mL) was added molybdenumhexacarbonyl (34.4 mg, 0.130 mmol), trans-di(mu-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium (II) (18.3 mg, 0.0196 mmol) then 1,8-diazabicyclo[5.4.0]undec-7-ene (9.75 uL, 0.0652 mmol) and capped quickly to prevent CO gas from escaping. The reaction mixture was heated in a microwave at 150° C. for 20 min. The reaction mixture was diluted with EtOAc then filtered thru celite. The combined organics were dried (Na2SO4), filtered and concentrated. The crude was submitted for RP HPLC to give 181 (yield 32%). MS: (ESI+) 553.2

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08846762B2
출처 데이터셋	uspto-grants-2014_09
ORD ID	ord-8309b2d57e7d4087b4811b7d5ede439e
출처 메모	uspto-grants-2014_09