Hydrochloric Acid → 6-phenyl-4-[(3S)-piperidin-3-ylamino]quinazoline-8-carboxamide

HRID 578715Notes

Reaction equation

HRID 578715 reaction equation
[NH2:1][C:2]([C:4]1[CH:5]=[C:6]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][N:10]=[C:9]2[NH:14][C@H:15]1[CH2:20][CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16]1)=[O:3].Cl>CO>[C:28]1([C:6]2[CH:7]=[C:8]3[C:13](=[C:4]([C:2]([NH2:1])=[O:3])[CH:5]=2)[N:12]=[CH:11][N:10]=[C:9]3[NH:14][C@H:15]2[CH2:20][CH2:19][CH2:18][NH:17][CH2:16]2)[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66763488tert-butyl (3S)-3-{[8-(aminocarbonyl)-6-phenylquinazolin-4-yl]amino}piperidine-1-carboxylate

Product 1

HCID 667630096-phenyl-4-[(3S)-piperidin-3-ylamino]quinazoline-8-carboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Dissolved tert-butyl (3S)-3-{[8-(aminocarbonyl)-6-phenylquinazolin-4-yl]amino}piperidine-1-carboxylate (30.00 mg; 0.07 mmol; 1.00 eq.) in methanol (3.00 ml) and then added hydrogen chloride (2.00 ml) (2.0 M in diethyl ether) with stirring. Stirred reaction at room temperature for 18 hours. LCMS: M+1=348 major peak.

Workup

  1. customreaction at room temperature for 18 hours

Sources & evidence

ORD record
ord-fa142a1dbf8644f1a299df791a61b24f
Source dataset
uspto-grants-2015_05
Patent number
US09040560B2

Reaction notes

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