Hydrochloric Acid → HCID 86652698, compound

HRID 2095594Notes

Reaction equation

HRID 2095594 reaction equation
[CH3:1][O:2][C:3](=[O:42])[C@@H:4]([NH:18][CH2:19][CH2:20][N:21]([CH2:33][CH2:34][C:35]([O:37]C(C)(C)C)=[O:36])[C:22]1[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[C:24]([Cl:32])[CH:23]=1)[CH2:5][CH2:6][C:7]([N:9]1[CH2:16][CH2:15][C:12]2([CH2:14][CH2:13]2)[C@H:11]([OH:17])[CH2:10]1)=[O:8].[ClH:43]>O1CCOCC1.O>[ClH:32].[ClH:43].[CH3:1][O:2][C:3](=[O:42])[C@@H:4]([NH:18][CH2:19][CH2:20][N:21]([CH2:33][CH2:34][C:35]([OH:37])=[O:36])[C:22]1[CH:27]=[CH:26][C:25]([C:28]([F:29])([F:30])[F:31])=[C:24]([Cl:32])[CH:23]=1)[CH2:5][CH2:6][C:7]([N:9]1[CH2:16][CH2:15][C:12]2([CH2:13][CH2:14]2)[C@H:11]([OH:17])[CH2:10]1)=[O:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67075088HCID 67075088, compound

Product 1

HCID 86652698HCID 86652698, compoundYield 184.5%

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 312751,4-DioxaneSolvent

Procedure

A solution of 0.47 g (0.8 mmol) of (S)-2-{2-[(2-tert-butoxycarbonyl-ethyl)-(3-chloro-4-trifluoromethyl-phenyl)-amino]-ethylamino}-5-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-5-oxo-pentanoic acid methyl ester in 2.2 ml of dioxan was cooled (10° C.), treated with 1.9 ml (7.6 mmol) of HCl solution (4 M in dioxane), 2 drops of water and stirred at RT for 22 h. The solution was evaporated, suspended in acetonitrile and evaporated (3×) to yield 0.47 g (92%) of the title compound as light yellow foam. MS (LC/MS): 564 (MH+, Cl).

Workup

  1. customThe solution was evaporated
  2. customevaporated (3×)

Sources & evidence

ORD record
ord-d7e04c969b4e45fdba841a2299b836fd
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

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