Reaction #89846

Reaction equation

tert-butyl 5-(2-(3-(2-tert-butoxy-2-oxoethoxy)phenyl)-quinazolin-4-ylamino)-1H-indazole-1-carboxylate

TFA

→

2-(3-(4-(1H-indazol-5-ylamino)quinazolin-2-yl)phenoxy)acetic acid

Solvents

CH2Cl2

Conditions

Workup

1. 1
   OtherThe volatiles were removed in vacuo
2. 2
   Otherthe residue was triturated with ethyl ether
3. 3
   OtherThe crude product was purified
4. 4
   Otherprep HPLC (method 10-35_90 mins)
5. 5
   Otherto afford

Procedure

A solution of tert-butyl 5-(2-(3-(2-tert-butoxy-2-oxoethoxy)phenyl)-quinazolin-4-ylamino)-1H-indazole-1-carboxylate was stirred in CH2Cl2 (2 mL) and TFA (2 mL) for 1 h. The volatiles were removed in vacuo and the residue was triturated with ethyl ether. The crude product was purified using prep HPLC (method 10-35_90 mins) to afford to give 2-(3-(4-(1H-indazol-5-ylamino)quinazolin-2-yl)phenoxy)acetic acid. (0.43 mg, 0.10 mmol)

Source