Triethylamine → HCID 15288456, compound

HRID 1757104Notes

Reaction equation

HRID 1757104 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][C:6]([O:15][CH3:16])=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1.C(N(CC)CC)C.[CH3:24][O:25][C:26]1[CH:27]=[C:28]2[C:33](=[CH:34][C:35]=1[O:36][CH3:37])[CH2:32][NH:31][CH2:30][CH2:29]2>CC(N(C)C)=O>[Cl:1][C:2]1[N:11]=[C:10]([N:31]2[CH2:30][CH2:29][C:28]3[C:33](=[CH:34][C:35]([O:36][CH3:37])=[C:26]([O:25][CH3:24])[CH:27]=3)[CH2:32]2)[C:9]2[C:4](=[CH:5][C:6]([O:15][CH3:16])=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 156236,7-Dimethoxy-1,2,3,4-TetrahydroisoquinolineHCID 5203272,4-Dichloro-6,7-dimethoxyquinazoline

Product 1

HCID 15288456HCID 15288456, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent2×

Procedure

To 26.59 g of 2,4-dichloro-6,7-dimethoxyquinazoline and 20.39 g of triethylamine in 250 ml of warm dimethylacetamide was added to 23.1 g of 1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline in 300 ml of dry dimethylacetamide and the reaction mixture stirred at room temperatures under exclusion of moisture for 16 hours. The precipitate was filtered and the filtrate concentrated to dryness under reduced pressure. The residual product was recrystallized from methanol, 40.6 g, m.p. 183°-186° C.

Workup

  1. filtrationThe precipitate was filtered
  2. concentrationthe filtrate concentrated to dryness under reduced pressure
  3. customThe residual product was recrystallized from methanol, 40.6 g, m.p. 183°-186° C.

Sources & evidence

ORD record
ord-a5e4bab8d5ba45db98c56af5e61dc6ff
Source dataset
uspto-grants-1995_08
Patent number
US05444062

Reaction notes

Loading…