Hydrochloric Acid → 1-(4-Aminoquinazoline-7-ylmethyl)piperazine-2-one

HRID 1432925Notes

Reaction equation

HRID 1432925 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:24]=[C:23]3[C:18]([C:19]([NH2:25])=[N:20][CH:21]=[N:22]3)=[CH:17][CH:16]=2)[C:10](=[O:26])[CH2:9]1)=O)(C)(C)C.Cl>CCOC(C)=O>[NH2:25][C:19]1[C:18]2[C:23](=[CH:24][C:15]([CH2:14][N:11]3[CH2:12][CH2:13][NH:8][CH2:9][C:10]3=[O:26])=[CH:16][CH:17]=2)[N:22]=[CH:21][N:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 545183994-(4-Aminoquinazoline-7-ylmethyl)-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 179851741-(4-Aminoquinazoline-7-ylmethyl)piperazine-2-one

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 4-(4-aminoquinazoline-7-ylmethyl)-3-oxo-piperazine-1-carboxylic acid tert-butyl ester (1.92 g, 5.4 mmol) in EtOAc (200 mL) at 0° C. is saturated with HCl gas. The solution is stirred at 0° C. for 4 hours. After this time, the solution is concentrated. The title compound is obtained as a white solid (1.79 g, 5.4 mmol). 1H NMR (d6-DMSO, 300 MHz) δ9.9 (bs, 3H), 9.7 (bs, 2H), 8.8 (s, 1H), 8.46 (d, 1H), 7.72 (s, 1H), 7.61 (d, 1H), 4.78 (s, 2H), 3.83 (s, 2H), 3.4 (m, 4H).

Workup

  1. customat 0° C.
  2. concentrationAfter this time, the solution is concentrated

Sources & evidence

ORD record
ord-9e2ca4d4abea4ec2b708a41a0278b4be
Source dataset
uspto-grants-2009_11
Patent number
US07612075B2

Reaction notes

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