Dimethylamine → HCID 19902180, compound

HRID 2372723Notes

Reaction equation

HRID 2372723 reaction equation
[CH3:1][NH:2][CH3:3].[CH:4]1([C:7]2[O:11][N:10]=[C:9]([C:12]3[N:13]=[CH:14][N:15]4[C:24]5[CH:23]=[CH:22][CH:21]=[C:20](F)[C:19]=5[C:18]5=[N:26][CH2:27][CH2:28][N:17]5[C:16]=34)[N:8]=2)[CH2:6][CH2:5]1>CN(C=O)C>[CH:4]1([C:7]2[O:11][N:10]=[C:9]([C:12]3[N:13]=[CH:14][N:15]4[C:24]5[CH:23]=[CH:22][CH:21]=[C:20]([N:2]([CH3:3])[CH3:1])[C:19]=5[C:18]5=[N:26][CH2:27][CH2:28][N:17]5[C:16]=34)[N:8]=2)[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 674Dimethylamine2×HCID 10472178HCID 10472178, compound

Product 1

HCID 19902180HCID 19902180, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Dimethylamine was bubbled through a stirred suspension of 5-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-12-fluoro-2,3-dihydrodiimidazo[1,5-a:1',2'-c]quinazoline (1.0 g, 3 mmol) in dry DMF (25 ml) for 5 min. at ambient temperature. Again after 2 h dimethylamine was passed through the reaction mixture for 5 min. and stirring was continued for one more hour. The resulting solution was evaporated in vacuo and the residue was treated with 4 ml of 1M NaOH and 20 ml of water. The insoluble material was filtered off, rinsed on the filter until the wash water was no longer basic, and dried. Recrystallization from isopropyl alcohol gave the title compound as pale yellow crystals, m.p. 148°-150° C. Yield 0.50 g (47%). (Compound 47).

Workup

  1. customThe resulting solution was evaporated in vacuo
  2. additionthe residue was treated with 4 ml of 1M NaOH and 20 ml of water
  3. filtrationThe insoluble material was filtered off
  4. washrinsed on the
  5. filtrationfilter until the wash water
  6. customdried
  7. customRecrystallization from isopropyl alcohol

Sources & evidence

ORD record
ord-cbcfa5ea84be4693a88e629ae2db0c57
Source dataset
uspto-grants-1992_03
Patent number
US05100895

Reaction notes

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