Hydrochloric Acid → HCID 68446914, compound

HRID 2104448Notes

Reaction equation

HRID 2104448 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([NH:13][C@@H:14]1[CH2:19][CH2:18][C@@H:17]([C:20]([O:22]CC)=[O:21])[CH2:16][C@@H:15]1[NH:25][C:26]([C:28]1[S:29][C:30]3[CH2:31][N:32]([CH3:37])[CH2:33][CH2:34][C:35]=3[N:36]=1)=[O:27])=[O:12])=[CH:5]2.[OH-].[Na+].Cl>C(O)C.O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([NH:13][C@@H:14]1[CH2:19][CH2:18][C@@H:17]([C:20]([OH:22])=[O:21])[CH2:16][C@@H:15]1[NH:25][C:26]([C:28]1[S:29][C:30]3[CH2:31][N:32]([CH3:37])[CH2:33][CH2:34][C:35]=3[N:36]=1)=[O:27])=[O:12])=[CH:5]2

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67056680HCID 67056680, compound

Product 1

HCID 68446914HCID 68446914, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

The compound (916 mg) obtained in Example 49 was suspended in a mixture of ethanol (10 mL) and tetrahydrofuran (8 mL), and 1N aqueous sodium hydroxide (3.3 mL) was added at room temperature, followed by stirring for 12 hours at the same temperature. After adding 1N HCl in ethanol (3.3 mL), the solvent was distilled away under reduced pressure, and the residue was washed with water and diethyl ether to give the title compound (712 mg).

Workup

  1. additionwas added at room temperature
  2. distillationthe solvent was distilled away under reduced pressure
  3. washthe residue was washed with water and diethyl ether

Sources & evidence

ORD record
ord-1de5c47de7654c299cc6867c59a28ed3
Source dataset
uspto-grants-2009_08
Patent number
US07576135B2

Reaction notes

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