Hydrochloric Acid → HCID 20494720, compound

HRID 1075301Notes

Reaction equation

HRID 1075301 reaction equation
[H-].[Na+].[CH:3]([N:6]1[CH:15]2[CH:10]([CH2:11][CH2:12][C:13]([CH3:16])=[CH:14]2)[C:9](=O)[NH:8][C:7]1=[O:18])([CH3:5])[CH3:4].[F:19][C:20]1[CH:25]=[CH:24][C:23]([Mg]Br)=[CH:22][CH:21]=1.Cl>O1CCCC1>[CH:3]([N:6]1[CH:15]2[CH:10]([CH2:11][CH2:12][C:13]([CH3:16])=[CH:14]2)[C:9]([C:23]2[CH:24]=[CH:25][C:20]([F:19])=[CH:21][CH:22]=2)=[N:8][C:7]1=[O:18])([CH3:5])[CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 20494718HCID 20494718, compoundHCID 178418676HCID 178418676, compound

Product 1

HCID 20494720HCID 20494720, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred suspension of 2.37 g sodium hydride in 45 ml tetrahydrofurane are added portionwise at room temperature 13.32 g 1-isopropyl-7-methyl-4a,5,6,8a-tetrahydro-2,4-(1H)-quinazolindione and the mixture stirred for 45 minutes. 39 ml of a 2N solution of 4-fluorophenyl magnesium bromide in tetrahydrufurane are then added dropwise within 2 hours at an internal temperature of 40° and the resulting suspension stirred at 40° for 15 hours. 23 ml 15% hydrochloric acid are then added under ice cooling and the solvent removed in vacuo. The residue is taken up with water and methylene chloride. The methylene chloride phase is evaporated to dryness to obtain the title compound.

Workup

  1. stirringthe resulting suspension stirred at 40° for 15 hours
  2. customthe solvent removed in vacuo
  3. customThe methylene chloride phase is evaporated to dryness

Sources & evidence

ORD record
ord-eed2d5ed1314469eab0cda1878898ecf
Source dataset
uspto-grants-1983_07
Patent number
US04395550

Reaction notes

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