Ammonium Chloride → HCID 12042958, compound

HRID 1446037Notes

Reaction equation

HRID 1446037 reaction equation
[C:1]([NH:6][C:7]1[N:15]=[C:14]2[C:10]([N:11]=[CH:12][N:13]2[C@@H:16]2[O:26][C@H:25]([CH2:27][O:28]C(=O)C(C)C)[C@@H:18]([O:19]C(=O)C(C)C)[CH2:17]2)=[C:9]([C:34]2[S:35][CH:36]=[CH:37][CH:38]=2)[N:8]=1)(=[O:5])[CH:2]([CH3:4])[CH3:3].[Cl-].[NH4+]>[OH-].[Na+]>[C:1]([NH:6][C:7]1[N:15]=[C:14]2[C:10]([N:11]=[CH:12][N:13]2[C@@H:16]2[O:26][C@H:25]([CH2:27][OH:28])[C@@H:18]([OH:19])[CH2:17]2)=[C:9]([C:34]2[S:35][CH:36]=[CH:37][CH:38]=2)[N:8]=1)(=[O:5])[CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 12042957HCID 12042957, compound

Product 1

HCID 12042958HCID 12042958, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

The compound (19) 212 mg (0.39 mmol) obtained by the above (B) was dissolved in 1 M sodium hydroxide solution (pyridine-methanol-water=13:6:1) 1.95 ml under ice-cooling and stirred for 15 minutes. The reaction mixture was neutralized by adding aqueous 5% ammonium chloride. Further added 1.2 g Celite to the mixture and the solvent was removed completely under reduced pressure. The residue was purified by short column (developer: 5-7% ethanol-dichloromethane) to obtain the product (20) 147 mg (0.37 mmol) (93.6%).

Workup

  1. temperaturecooling
  2. customFurther added 1.2 g Celite to the mixture and the solvent was removed completely under reduced pressure
  3. customThe residue was purified by short column (developer: 5-7% ethanol-dichloromethane)

Sources & evidence

ORD record
ord-3d27b3bd16e84f32b13a0d87a33e33a4
Source dataset
uspto-grants-2010_02
Patent number
US07667031B2

Reaction notes

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