تفاعل #164562

معادلة التفاعل

2-(2-Amino-5-(1,4-diazabicyclo[3.2.2]nonan-4-yl)benzamido)acetic acid

Intermediate 9A

2-(2-Amino-5-(1,4-diazabicyclo[3.2.2]nonan-4-yl)benzamido)acetic acid

triethoxypropane

lithium hydroxide

→

2-(6-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-2-ethyl-4-oxoquinazolin-3(4H)-yl)acetic acid

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   أخرىReaction
2. 2
   درجة الحرارةto cool to room temperature
3. 3
   أخرىOrganic layer purified
4. 4
   أخرىPurified sample

الإجراء التجريبي

2-(2-Amino-5-(1,4-diazabicyclo[3.2.2]nonan-4-yl)benzamido)acetic acid (85.3 mg, 0.27 mmol) (Intermediate 9A) (100 mg, 0.36 mmol) was dissolved in triethoxypropane (1 mL), and heated in the microwave at 160° C. for 10 minutes. Reaction allowed to cool to room temperature and lithium hydroxide solution added (0.5 mL, 1M in methanol) and reaction stirred overnight. Organic layer purified using a 1 g SCX cartridge, followed by preparative-HPLC. Purified sample was free-based using 500 mg SCX cartridge to afford 2-(6-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-2-ethyl-4-oxoquinazolin-3(4H)-yl)acetic acid (76 mg, 0.21 mmol).

المصدر