Hydrochloric Acid → [2-(2-Fluoro-phenyl)-4-pyrrolo[3,2-c]pyridin-1-yl-quinazolin-6-yl]-methyl-amine

HRID 457719Notes

Reaction equation

HRID 457719 reaction equation
C(O[C:6](=O)[N:7]([C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]=[C:14]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[F:25])[N:13]=[C:12]2[N:26]1[C:34]2[CH:33]=[CH:32][N:31]=[CH:30][C:29]=2[CH:28]=[CH:27]1)C)(C)(C)C.Cl>O1CCOCC1>[F:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[C:14]1[N:13]=[C:12]([N:26]2[C:34]3[CH:33]=[CH:32][N:31]=[CH:30][C:29]=3[CH:28]=[CH:27]2)[C:11]2[C:16](=[CH:17][CH:18]=[C:9]([NH:7][CH3:6])[CH:10]=2)[N:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58820199[2-(2-Fluoro-phenyl)-4-pyrrolo[3,2-c]pyridin-1-yl-quinazolin-6-yl]-methyl-carbamic acid tert-butyl ester

Product 1

HCID 10044582[2-(2-Fluoro-phenyl)-4-pyrrolo[3,2-c]pyridin-1-yl-quinazolin-6-yl]-methyl-amine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

[2-(2-Fluoro-phenyl)-4-pyrrolo[3,2-c]pyridin-1-yl-quinazolin-6-yl]-methylcarbamic acid tert-butyl ester from Step F (0.066 g, 0.14 mmol) was taken in a 25 ml round bottomed flask and to this was added 4N hydrochloric acid in dioxane (0.5 ml) and the mixture magnetically stirred at room temperature for 0.5 hr. The solvent was removed and title compound was obtained pure after column purification on a HPLC reverse phase column, using a water and acetonitrile gradient containing 0.1% trifluoroacetic acid to yield (0.016 g, 30%). MS (ES) 370.1 (M+H)+

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-0aa55f5a7af1426393debb0682ee52c9
Source dataset
uspto-grants-2007_03
Patent number
US07189733B2

Reaction notes

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