Triethylamine → HCID 54484037, compound

HRID 1491611Notes

Reaction equation

HRID 1491611 reaction equation
[OH:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][NH:4]1.C(N(CC)CC)C.Cl[C:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][C:24]=2[Cl:26])[N:19]2[CH:27]=[N:28][C:29]([C:30]3[O:34][N:33]=[C:32]([CH:35]4[CH2:37][CH2:36]4)[N:31]=3)=[C:18]2[N:17]=1>CN(C=O)C>[Cl:26][C:24]1[CH:23]=[CH:22][CH:21]=[C:20]2[C:25]=1[C:16]([N:4]1[CH2:5][CH2:6][CH2:7][C@@H:3]1[CH2:2][OH:1])=[N:17][C:18]1[N:19]2[CH:27]=[N:28][C:29]=1[C:30]1[O:34][N:33]=[C:32]([CH:35]2[CH2:37][CH2:36]2)[N:31]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2724541Prolinol, (R)-HCID 18953430HCID 18953430, compound

Product 1

HCID 54484037HCID 54484037, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
0 °C

Procedure

A mixture of (R)-2-hydroxymethylpyrrolidine (70 mg) and triethylamine (90 mg) dissolved in dry DMF (1 ml) was added dropwise to a stirred suspension of 5,6-dichloro-3-(3-cyclopropyl-1,2,4-oxadiazol-5-yl)-imidazo[1,5-a]-quinazoline (0.20 g) in dry DMF (5 ml) at 0° C. After 20 min. the reaction mixture was filtered. The filtrate was diluted with 15 ml of water and stirred at 0° C. for 10 min. The crystals which had formed were filtered off, rinsed with water, and dried to give the title compound as yellow crystals, m.p. 220°-221° C. Yield 0.15 g.

Workup

  1. filtrationAfter 20 min. the reaction mixture was filtered
  2. additionThe filtrate was diluted with 15 ml of water
  3. customThe crystals which had formed
  4. filtrationwere filtered off
  5. washrinsed with water
  6. customdried

Sources & evidence

ORD record
ord-407e682c25834355859979823078cc0f
Source dataset
uspto-grants-1994_12
Patent number
US05371080

Reaction notes

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