Hydrochloric Acid → HCID 67155454, compound

HRID 389675Notes

Reaction equation

HRID 389675 reaction equation
C[O:2][C:3](=[O:33])[C@@H:4]([NH:15][S:16]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]2[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=2)[C:20]=1[O:31][CH3:32])(=[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]=[CH:27][N:28]=[CH:29][CH:30]=3)[C:20]=2[O:31][CH3:32])(=[O:18])=[O:17])[C:3]([OH:33])=[O:2])=[O:8])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67155398HCID 67155398, compound

Product 1

HCID 67155454HCID 67155454, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Intermediate 81 (1.08 g, 2.12 mmol) was dissolved in 20 ml of THF and sodium hydroxide (1 N water solution) (4.24 ml, 4.24 mmol) was added. After 16 h stirring at RT 1 N HCl (9 ml) was added, solvents were evaporated and n-butanol was added. The organic layer was dried with Na2SO4, filtered and evaporated to dryness. 1.05 g (yield: 99%) of crude product. The intermediate was directly used in the next step.

Workup

  1. additionwas added
  2. customsolvents were evaporated
  3. additionn-butanol was added
  4. dry with materialThe organic layer was dried with Na2SO4
  5. filtrationfiltered
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-76f4c7a3b5cd47aeae21610d4d14cbe1
Source dataset
uspto-grants-2013_02
Patent number
US08378092B2

Reaction notes

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