Hydrochloric Acid → HCID 67155382, compound

HRID 389673Notes

Reaction equation

HRID 389673 reaction equation
C[O:2][C:3](=[O:32])[C@@H:4]([NH:15][S:16]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]2[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=2)[C:20]=1[CH3:31])(=[O:18])=[O:17])[CH2:5][NH:6][C:7]([C:9]1[S:10][C:11]([Cl:14])=[CH:12][CH:13]=1)=[O:8].[OH-].[Na+].Cl>C1COCC1>[Cl:14][C:11]1[S:10][C:9]([C:7]([NH:6][CH2:5][C@H:4]([NH:15][S:16]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]3[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=3)[C:20]=2[CH3:31])(=[O:18])=[O:17])[C:3]([OH:32])=[O:2])=[O:8])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67155524HCID 67155524, compound

Product 1

HCID 67155382HCID 67155382, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Intermediate 77 (589 mg, 1.19 mmol) was dissolved in 20 ml THF and sodium hydroxide (1N aq solution) (2.38 ml, 2.38 mmol) was added. After stirring at RT for 2 h, HCl 1 N (2 ml) was added, solvents were evaporated and DCM was added. The organic layer was dried with Na2SO4, filtered and evaporated to dryness. The solid was triturated with diisopropyl ether and filtrated. 550 mg (yield: 96%) of crude product were obtained and used without further purification in the next step.

Workup

  1. customsolvents were evaporated
  2. additionDCM was added
  3. dry with materialThe organic layer was dried with Na2SO4
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customThe solid was triturated with diisopropyl ether
  7. filtrationfiltrated

Sources & evidence

ORD record
ord-27bd26c3169948b0bf6c74062dbad2f5
Source dataset
uspto-grants-2013_02
Patent number
US08378092B2

Reaction notes

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