Triethylamine → HCID 13036390, compound

HRID 1703177Notes

Reaction equation

HRID 1703177 reaction equation
Cl.Cl[C:3]1[CH:4]=[CH:5][C:6]2[C:7](=[CH:17][CH:18]=1)[N:8]=[C:9]([N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)[N:10]=2.C(N(CC)CC)C.Cl[C:27]1[N:36]=[C:35]([NH:37][CH3:38])[C:34]2[C:29](=[CH:30][C:31]([O:41][CH3:42])=[C:32]([O:39][CH3:40])[CH:33]=2)[N:28]=1>C(O)CCC>[N:8]1[C:7]2=[CH:17][CH:18]=[CH:3][CH:4]=[CH:5][C:6]2=[N:10][C:9]=1[N:11]1[CH2:16][CH2:15][N:14]([C:27]2[N:36]=[C:35]([NH:37][CH3:38])[C:34]3[C:29](=[CH:30][C:31]([O:41][CH3:42])=[C:32]([O:39][CH3:40])[CH:33]=3)[N:28]=2)[CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13036372HCID 13036372, compoundHCID 130363934-Quinazolinamine, 2-chloro-6,7-dimethoxy-N-methyl-

Product 1

HCID 13036390HCID 13036390, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 2-(1-piperazinyl)cycloheptimidazole hydrochloride (1.5 g, described in Example 1) and triethylamine (1.0 g) in butanol (150 ml) was stirred at room temperature for 15 min and 2-chloro-4-methylamino-6,7-dimethoxyquinazoline (1.53 g) was added. The mixture was refluxed for 22 hr, cooled and filtered. The precipitate was washed and dried to give 2.18 g of the title compound. This compound was dissolved in methanol and the solution was acidified with hydrogen chloride. The precipitate was collected, washed with diethyl ether and crystallized from water-methanol to obtain the dihydrochloride salt of the title compound: mp>250° C.; ir (nujol mull) 3000 cm-1 ; uv max (MeOH) 345 (ε=22,000), 257 nm (ε=54,500) and 245 nm (ε=55,200); nmr (DMSO-d6) δ 3.07 (d, 3H), 3.88 (s, 6H), 4.18 (s, 8H) and 8.0 (s, 7); and Anal. Calcd for C23H25N7O2.2HCl. H2O: C, 53.90% H, 5.46% N, 19.14% Cl, 13.86% and Found: C, 53.82% H, 5.68% N, 19.47% Cl, 13.1%.

Workup

  1. temperatureThe mixture was refluxed for 22 hr
  2. temperaturecooled
  3. filtrationfiltered
  4. washThe precipitate was washed
  5. customdried

Sources & evidence

ORD record
ord-15630f458a2b4221acaf2b752ad83c07
Source dataset
uspto-grants-1982_09
Patent number
US04351832

Reaction notes

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