Trifluoroacetic acid → Benzylurea

HRID 1808426Notes

Reaction equation

HRID 1808426 reaction equation
[CH2:1]([NH:8][C:9](=[O:44])[NH:10]C1C=C(C2N=C(NC3C=C4C(=CC=3)N(C(OC(C)(C)C)=O)N=C4)C3C(=CC=CC=3)N=2)C=CC=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:1]([NH:8][C:9](=[O:44])[NH2:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59361946tert-butyl 5-(2-(3-(3-benzylureido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

Product 1

HCID 10853Benzylurea

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl 5-(2-(3-(3-benzylureido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (30 mg, 0.051 mmol) was added a solution of 1:1 TFA:CH2Cl2 (2 mL) and stirred at RT for 2 h. The reaction mixture was concentrated in vacuo and left under high vacuum for several hours. The crude product was triturated with ethyl ether to afford 14344-(1H-indazol-5-ylamino)quinazolin-2-yl)phenyl)-3-benzylurea. (25 mg, 100%)

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. waitleft under high vacuum for several hours
  3. customThe crude product was triturated with ethyl ether

Sources & evidence

ORD record
ord-4e939e0635644ecdbf6fd5e95e506ad7
Source dataset
uspto-grants-2013_01
Patent number
US08357693B2

Reaction notes

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