Hydrochloric Acid → HCID 25235916, compound

HRID 509513Notes

Reaction equation

HRID 509513 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](=[O:28])[N:14]([CH:20]3[CH2:25][CH2:24][C:23](=[O:26])[NH:22][C:21]3=[O:27])[C:15]([CH3:19])=[N:16]2)=[CH:11][CH:10]=1)(C)(C)C.[ClH:30]>CO.C(Cl)Cl.CCOCC>[ClH:30].[NH2:7][CH2:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](=[O:28])[N:14]([CH:20]3[CH2:25][CH2:24][C:23](=[O:26])[NH:22][C:21]3=[O:27])[C:15]([CH3:19])=[N:16]2)=[CH:11][CH:10]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 25235915HCID 25235915, compound

Product 1

HCID 25235916HCID 25235916, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a stirred brown solution of [3-(2,6-dioxo-piperidin-3-yl)-2-methyl-4-oxo-3,4-dihydro-quinazolin-7-ylmethyl]-carbamic acid tert-butyl ester (14.7 g, 36.8 mmol) in methanol (200 mL) and methylene chloride (200 mL), was added 2 M HCl in ether (320 mL), and the mixture was stirred overnight. The solvent was evaporated, and the residue was stirred in ether (100 mL) for 2 hours. The suspension was filtered to give 3-(7-aminomethyl-2-methyl-4-oxo-4H-quinazolin-3-yl)-piperidine-2,6-dione hydrogen chloride as a light yellow solid (13.2 g, 106% crude yield). The product was used in the next step without further purification.

Workup

  1. customThe solvent was evaporated
  2. stirringthe residue was stirred in ether (100 mL) for 2 hours
  3. filtrationThe suspension was filtered

Sources & evidence

ORD record
ord-cbe3fedbc9d84d328035cb620b8f4a8f
Source dataset
uspto-grants-2015_08
Patent number
US09096573B2

Reaction notes

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