Hydrochloric Acid → HCID 70009059, compound

HRID 355981Notes

Reaction equation

HRID 355981 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]([CH3:31])=[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].CO>O>[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]([CH3:31])=[C:18]([C:19]=32)[CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 56989325HCID 56989325, compound

Product 1

HCID 70009059HCID 70009059, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

625 mg of the compound prepared in (10) above was added to a mixed solution of 7.5 ml of concentrated hydrochloric acid, 18 ml of methanol and 12 ml of water, and stirred at 80° C. for 7 hours. Insoluble substances were removed by filtration and the filtrate was purified with HPLC (CAPCELL PAK C18) using a mixture of acetonitrile-water-1N hydrochloric acid (20:80:1) to obtain 138 mg of Isomer A and 143 mg Isomer B of the title compound.

Workup

  1. customInsoluble substances were removed by filtration
  2. customthe filtrate was purified with HPLC (CAPCELL PAK C18)
  3. additiona mixture of acetonitrile-water-1N hydrochloric acid (20:80:1)

Sources & evidence

ORD record
ord-3d9d0634d0ac4a9c8e690d679a9d8f4a
Source dataset
uspto-grants-1998_11
Patent number
US05834476

Reaction notes

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