Hydrochloric Acid → HCID 22873365, compound

HRID 2186877Notes

Reaction equation

HRID 2186877 reaction equation
[CH2:1]([C@:3]1([OH:38])[C:35]2[CH:34]=[C:33]3[N:9]([CH2:10][C:11]4[C:12]3=[N:13][C:14]3[CH:15]=[C:16]([F:32])[C:17]([F:31])=[C:18]5[CH2:23][CH2:22][CH:21]([NH:24]C(=O)C(F)(F)F)[C:20]=4[C:19]=35)[C:8](=[O:36])[C:7]=2[CH2:6][O:5][C:4]1=[O:37])[CH3:2].[ClH:39]>>[ClH:39].[NH2:24][CH:21]1[C:20]2=[C:11]3[CH2:10][N:9]4[C:33](=[CH:34][C:35]5[C@:3]([CH2:1][CH3:2])([OH:38])[C:4](=[O:37])[O:5][CH2:6][C:7]=5[C:8]4=[O:36])[C:12]3=[N:13][C:14]3[CH:15]=[C:16]([F:32])[C:17]([F:31])=[C:18]([C:19]=32)[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 57114839HCID 57114839, compound

Product 1

HCID 22873365HCID 22873365, compound

Procedure

30 ml of 1 N hydrochloric acid was added to 95 mg of the compound prepared in (11) above, and the mixture was heated under reflux for 1 hour. The solvent was evaporated and 30 ml of water was added to remove insoluble substances by filtration. The filtrate was purified with HPLC (CAPCELL PAK C18) using a mixture of acetonitrile-water-1 N hydrochloric acid (20:80:1) to obtain 6.2 mg of Isomer A and 5.9 mg Isomer B of the title compound.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. customThe solvent was evaporated
  4. addition30 ml of water was added
  5. customto remove insoluble substances
  6. filtrationby filtration
  7. customThe filtrate was purified with HPLC (CAPCELL PAK C18)
  8. additiona mixture of acetonitrile-water-1 N hydrochloric acid (20:80:1)

Sources & evidence

ORD record
ord-5b59da0d8aa741a1b3e22571b4838c92
Source dataset
uspto-grants-2002_06
Patent number
US06407115B1

Reaction notes

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