Hydrochloric Acid → HCID 22873365, compound

HRID 2257880Notes

Reaction equation

HRID 2257880 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 1N 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-1N 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-1N hydrochloric acid (20:80:1)

Sources & evidence

ORD record
ord-1d5cdcca179d411cad00083bae79845c
Source dataset
uspto-grants-1997_08
Patent number
US05658920

Reaction notes

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