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

HRID 2387259Notes

Reaction equation

HRID 2387259 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-a64b054ab9b94b93bad1bb514feba4c6
Source dataset
uspto-grants-2012_09
Patent number
US08268857B2

Reaction notes

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