Hydrochloric Acid → HCID 178496335, compound

HRID 535164Notes

Reaction equation

HRID 535164 reaction equation
[C:1]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:6]=[CH:5][C:4]([CH2:7][C@@H:8]([NH:16][C:17]([C:19]2[NH:20][N:21]=[C:22]([Cl:24])[N:23]=2)=[O:18])[CH2:9][C@@H:10]([CH2:14][OH:15])[C:11]([OH:13])=[O:12])=[CH:3][CH:2]=1.Cl.[CH3:32][O:33][CH2:34][CH2:35]O>O1CCOCC1>[CH3:32][O:33][CH2:34][CH2:35][O:12][C:11](=[O:13])[C@H:10]([CH2:14][OH:15])[CH2:9][C@H:8]([NH:16][C:17]([C:19]1[NH:20][N:21]=[C:22]([Cl:24])[N:23]=1)=[O:18])[CH2:7][C:4]1[CH:5]=[CH:6][C:1]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)=[CH:2][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 80192-MethoxyethanolHCID 178523852HCID 178523852, compound

Product 1

HCID 178496335HCID 178496335, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

(2S,4S)-5-Biphenyl-4-yl-4-[(5-chloro-2H-[1,2,4]-triazole-3-carbonyl)-amino]-2-hydroxymethyl-pentanoic acid (10 mg, 23 μmol, 1.0 eq.) was dissolved in 2-methoxyethanol (0.8 mL) followed by the addition of 4 M of HCl in dioxane (117 μL). The resulting mixture was heated and maintained at 80° C. for about 3.5 hours. The mixture was concentrated and purified by preparative HPLC to yield the title compound (7.2 mg, 95% purity). MS m/z [M+H]+ calc'd for C24H27ClN4O5, 487.17. found 487.4.

Workup

  1. temperatureThe resulting mixture was heated
  2. concentrationThe mixture was concentrated
  3. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-25e90e6e5b3a43a99770b3b7c19ac34b
Source dataset
uspto-grants-2014_10
Patent number
US08853427B2

Reaction notes

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