Hydrochloric Acid → HCID 54269763, compound

HRID 383130Notes

Reaction equation

HRID 383130 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:48])[C@H:6]([CH2:44][CH2:45][S:46][CH3:47])[NH:7][C:8](=[O:43])[C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16](C(OC(C)(C)C)=O)(C(OC(C)(C)C)=O)[CH:17]2[CH2:22][NH:21][CH2:20][CH2:19][NH:18]2)=[CH:11][C:10]=1[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.Cl.[Cl-].[Na+]>CO.CCCCC.O1CCOCC1>[NH:18]1[CH2:19][CH2:20][NH:21][CH2:22][CH:17]1[CH2:16][NH:15][C:12]1[CH:13]=[CH:14][C:9]([C:8]([NH:7][C@H:6]([C:5]([OH:48])=[O:4])[CH2:44][CH2:45][S:46][CH3:47])=[O:43])=[C:10]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:11]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 131722949HCID 131722949, compound

Product 1

HCID 54269763HCID 54269763, compoundYield 34.2%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8003PentaneSolventHCID 312751,4-DioxaneSolvent

Procedure

Sodium hydroxide (0.642 mL of a 0.979 M aqueous solution, 0.629 mmol) was added to a solution of the product of Example 286D (0.344 g, 0.524 mmol) in methanol (2 mL). After 5 hours the mixture was lyopholized, and the resulting white foam was treated with HCl (4.7 mL of a 4 M dioxane solution, 18.8 mmol). After 7 hours, pentane was added and the yellow precipitate was isolated by filtration to afford the desired compound (79.3 mg, 24%) as the bis-hydrochloride, mono-sodium chloride salt.

Workup

  1. waitAfter 7 hours
  2. customthe yellow precipitate was isolated by filtration

Sources & evidence

ORD record
ord-df19b551896442a094492e055fde9e4a
Source dataset
uspto-grants-2001_10
Patent number
US06310095B1

Reaction notes

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