Hydrochloric Acid → HCID 44593556, compound

HRID 2104450Notes

Reaction equation

HRID 2104450 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 58822137HCID 58822137, compound

Product 1

HCID 44593556HCID 44593556, compoundYield 78.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The compound (1.6 g) obtained in Example 50 was suspended in a mixture of ethanol (20 mL) and tetrahydrofuran (15 mL), and 1N aqueous sodium hydroxide (5.9 mL) was added at room temperature, followed by stirring for 12 hours at the same temperature. After adding 1N hydrochloric acid (5.9 mL), the solvent was distilled away under reduced pressure, and the residue was washed with water and diethyl ether to give the title compound (1.19 g).

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-b07282ceba5c462c8dc0a8a94a0bef37
Source dataset
uspto-grants-2009_08
Patent number
US07576135B2

Reaction notes

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