Benzene, 4-bromo-1,2-dimethoxy- → tert-butyl (2R)-4-(3,4-dimethoxyphenyl)-2-propan-2-ylpiperazine-1-carboxylate

참여 물질

역할	이름	HCID	투입량
반응물	Benzene, 4-bromo-1,2-dimethoxy-	HCID 76114	—
반응물	(R)-1-Boc-2-isopropylpiperazine	HCID 24820392	—
시약	Potassium tert-butoxide	HCID 23665647	—
촉매	Tris(1,1-dimethylethyl)phosphine	HCID 83681	—
촉매	Bis(tri-tert-butylphosphine)palladium(0)	HCID 2734558	—
용매	Tetrahydrofuran	HCID 8028	—
생성물	tert-butyl (2R)-4-(3,4-dimethoxyphenyl)-2-propan-2-ylpiperazine-1-carboxylate	HCID 69098812	90.52%

반응 조건

온도	150 °C

반응 단계

22-Apr-09 09:56:23 +0100 4-bromo-1,2-dimethoxybenzene (0.068 mL, 0.46 mmol), (R)-tert-butyl 2-isopropylpiperazine-1-carboxylate (126 mg, 0.55 mmol) and BIS(TRI-T- BUTYLPHOSPHINE)PALLADIUM(0) (23.54 mg, 0.05 mmol) and potassium 2-methylpropan-2-olate (76 mg, 0.64 mmol) were suspended in THF (5 mL) and sealed into a microwave tube. The reaction was heated to 150 °C for 10 minutes in the microwave reactor and cooled to RT. LC-MS shows no starting material. The reaction mixture was filtered and the crude product was purified by flash silica chromatography, elution gradient 0 to 20% EtOAc in isohexane. Pure fractions were evaporated to dryness to afford (R)-tert-butyl 4-(3,4-dimethoxyphenyl)-2-isopropylpiperazine-1-carboxylate (152 mg, 91 %) as a yellow gum.

출처 및 근거

출처 데이터셋	750 AstraZeneca ELN dataset
ORD ID	ord-dcac8bcfa5124a8baee8e28e5e992678
출처 메모	750 AstraZeneca ELN dataset