Hydrochloric Acid → HCID 178524358, compound

HRID 714682Notes

Reaction equation

HRID 714682 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][C:14]3[CH:15]=[C:16]([C:20]([O:22]C)=[O:21])[CH:17]=[CH:18][CH:19]=3)[C:11](=[O:24])[N:10]([CH2:25][C:26]3[NH:30][C:29]([CH2:31][C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=4[C:38]([F:41])([F:40])[F:39])=[N:28][N:27]=3)[N:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+].Cl>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]([CH2:13][C:14]3[CH:15]=[C:16]([C:20]([OH:22])=[O:21])[CH:17]=[CH:18][CH:19]=3)[C:11](=[O:24])[N:10]([CH2:25][C:26]3[NH:30][C:29]([CH2:31][C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=4[C:38]([F:39])([F:40])[F:41])=[N:28][N:27]=3)[N:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178497762HCID 178497762, compound

Product 1

HCID 178524358HCID 178524358, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

62 mg (0.11 mmol) of the compound from Example 28 were suspended in 1 ml of ethanol, and 213 μl (0.21 mmol) of 1 M aqueous sodium hydroxide solution were added. The mixture was stirred at 50° C. for 4 h. After cooling to RT, the reaction was neutralized with 215 μl of 1 M hydrochloric acid and concentrated under reduced pressure, and the residue was purified by chromatography [Method 19]. This gave 37 mg (61% of theory) of the target compound as a colorless foam.

Workup

  1. temperatureAfter cooling to RT
  2. concentrationconcentrated under reduced pressure
  3. customthe residue was purified by chromatography [Method 19]

Sources & evidence

ORD record
ord-91fdf2b9000548adaad308a0c8b0c668
Source dataset
uspto-grants-2015_11
Patent number
US09187466B2

Reaction notes

Loading…