Hydrochloric Acid → HCID 10108645, compound

HRID 1378758Notes

Reaction equation

HRID 1378758 reaction equation
C(OC([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][C:16]=2[F:18])[N:11]2[CH:19]=[N:20][C:21]([C:22]3[N:26]=[C:25]([CH:27]4[CH2:29][CH2:28]4)[O:24][N:23]=3)=[C:10]2[CH2:9]1)=O)(C)(C)C.Cl>CO>[CH:27]1([C:25]2[O:24][N:23]=[C:22]([C:21]3[N:20]=[CH:19][N:11]4[C:12]5[C:17](=[C:16]([F:18])[CH:15]=[CH:14][CH:13]=5)[NH:8][CH2:9][C:10]=34)[N:26]=2)[CH2:29][CH2:28]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10046347HCID 10046347, compound

Product 1

HCID 10108645HCID 10108645, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 5-(tert-butyloxycarbonyl)-3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-6-fluoro-4,5-dihydroimidazo[1,5-a]quinoxaline (I, EXAMPLE 51, 3.39 g) and 50 ml of methanol saturated with HCl(g) is stirred at 20°-25° overnight. The solvent is then removed under reduced pressure and the residue is partitioned between dichloromethane and aqueous sodium bicarbonate. The organic phase is separated and dried over sodium sulfate and taken to dryness to give the title compound, NMR (CDCl3) 1.23, 1.35, 2.26, 4.32, 4.86, 6.80, 6.95, 7.22 and 8.06 δ.

Workup

  1. customThe solvent is then removed under reduced pressure
  2. customthe residue is partitioned between dichloromethane and aqueous sodium bicarbonate
  3. customThe organic phase is separated
  4. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-34728bf5244e401fa84481d86a2dfe84
Source dataset
uspto-grants-1997_09
Patent number
US05668282

Reaction notes

Loading…