Triethylamine → HCID 18953476, compound

HRID 1491613Notes

Reaction equation

HRID 1491613 reaction equation
BrBr.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[O:22]1[CH2:27][CH2:26][N:25]([C:28]2[C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[N:31]3[CH:38]=[N:39][C:40]([C:41]([NH2:43])=O)=[C:30]3[N:29]=2)[CH2:24][CH2:23]1.C(N(CC)CC)C>C(Cl)Cl>[C:41]([C:40]1[N:39]=[CH:38][N:31]2[C:32]3[C:37](=[CH:36][CH:35]=[CH:34][CH:33]=3)[C:28]([N:25]3[CH2:26][CH2:27][O:22][CH2:23][CH2:24]3)=[N:29][C:30]=12)#[N:43]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 24408BromineHCID 18953480HCID 18953480, compound

Product 1

HCID 18953476HCID 18953476, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Bromine (0.15 ml) was added dropwise to a solution of triphenylphosphine (0.8 g) in 15 ml of methylene chloride at 5° C. 5-morpholino-imidazo[1,5-a]quinazoline-3carboxamide (0.5 g) and triethylamine (0.83 ml) were added to the solution. The resulting reaction mixture was stirred at room temperature for 3 hours and evaporated in vacuo. Ethyl acetate (10 ml) was added to the residue and crude crystals of the title compound were isolated by filtration. The dried crystals were dissolved in acetone (30 ml) and an excess of hydrogen chloride in diethyl ether was added separating the hydrochloride of the title compound as beige crystals. M.p. 225°-228° C. Yield 0.3 g.

Workup

  1. customThe resulting reaction mixture
  2. customevaporated in vacuo
  3. additionEthyl acetate (10 ml) was added to the residue

Sources & evidence

ORD record
ord-fa8839f31cd94e42b67582cedcb7390a
Source dataset
uspto-grants-1994_12
Patent number
US05371080

Reaction notes

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