Dimethylamine → HCID 23505662, compound

HRID 1993329Notes

Reaction equation

HRID 1993329 reaction equation
Cl[C:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]3[O:18][CH2:19][O:20][C:14]=3[CH:13]=2)[C:9]2[C:4](=[CH:5][C:6]3[O:23][CH2:22][O:21][C:7]=3[CH:8]=2)[N:3]=1.[CH3:24][NH:25][CH3:26]>CO>[CH3:24][N:25]([CH3:26])[C:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]3[O:18][CH2:19][O:20][C:14]=3[CH:13]=2)[C:9]2[C:4](=[CH:5][C:6]3[O:23][CH2:22][O:21][C:7]=3[CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 12150188HCID 12150188, compound

Product 1

HCID 23505662HCID 23505662, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solid of 2-chloro-6,7-methylenedioxy-4-(3,4-methylenedioxyphenyl)quinazoline (50 mg, 0.15 mmol) was added dimethylamine in methanol (2.0 M, 3 mL). The resulting mixture was refluxed under argon for 2 h, and the precipitate in the reaction mixture was collected by filtration. The precipitate was washed with hexane and dried to give 2-(dimethylamino)-6,7-methylenedioxy-4-(3,4-methylenedioxyphenyl)-quinazoline (40 mg); mp 200-206° C. 1H NMR (DMSO-d6) 7.23 (s, 1H), 7.18 (s, 1H), 7.13 (d, J=7.14 Hz, 1H), 7.07 (d, J=7.14, 1H), 6.95 (s, 1H), 6.13 (s, 6H), 3.18 (s, 6H).

Workup

  1. temperatureThe resulting mixture was refluxed under argon for 2 h
  2. filtrationthe precipitate in the reaction mixture was collected by filtration
  3. washThe precipitate was washed with hexane
  4. customdried

Sources & evidence

ORD record
ord-5b3e7f8ef024450dacd6571fc9d7db07
Source dataset
uspto-grants-2010_01
Patent number
US07652006B2

Reaction notes

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