Hydrochloric Acid → HCID 21846481, compound

HRID 619208Notes

Reaction equation

HRID 619208 reaction equation
N=[C:2]1[C:6]2([CH2:11][CH2:10][N:9]([CH3:12])[CH2:8][CH2:7]2)[NH:5][C:4](=[S:13])[N:3]1[C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[C:16]([C:22]([F:25])([F:24])[F:23])[CH:15]=1.Cl.[OH-:27].[NH4+].[Cl-].[Na+]>C(OCC)(=O)C.CO>[CH3:12][N:9]1[CH2:10][CH2:11][C:6]2([NH:5][C:4](=[S:13])[N:3]([C:14]3[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[C:16]([C:22]([F:25])([F:24])[F:23])[CH:15]=3)[C:2]2=[O:27])[CH2:7][CH2:8]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 14923Ammonium HydroxideHCID 21846473HCID 21846473, compound

Product 1

HCID 21846481HCID 21846481, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

300 mg of the product of Example 20, 6 ml of methanol and 1.5 ml of 2N hydrochloric acid were mixed together and refluxed for one hour, then returned to ambient temperature. The reaction medium was poured into 20 ml of 50% ammonium hydroxide saturated with sodium chloride and extraction was carried out 3 times with ethyl acetate. The extracts were dried and purification was carried out on silica with methylene chloride-methanol: 9-1 as eluant to obtain 260 mg of the expected product (white crystals) melting at 229-230° C.

Workup

  1. temperaturerefluxed for one hour
  2. customreturned to ambient temperature
  3. customThe extracts were dried
  4. custompurification

Sources & evidence

ORD record
ord-bd7eb9378e274632bb112deec6f900c3
Source dataset
uspto-grants-1999_09
Patent number
US05958936

Reaction notes

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