Hydrochloric Acid → HCID 178496260, compound

HRID 535159Notes

Reaction equation

HRID 535159 reaction equation
[C:1]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:6]=[CH:5][C:4]([CH2:7][C@@H:8]([NH:16][C:17]([C:19]2[NH:20][N:21]=[N:22][CH: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.[CH3:31][O:32][CH2:33][CH2:34][O:35][CH2:36][CH2:37]O>O1CCOCC1>[CH3:31][O:32][CH2:33][CH2:34][O:35][CH2:36][CH2:37][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]=[N:22][CH:23]=1)=[O:18])[CH2:7][C:4]1[CH:5]=[CH:6][C:1]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)=[CH:2][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8134Diethylene Glycol Monomethyl EtherHCID 178523851HCID 178523851, compound

Product 1

HCID 178496260HCID 178496260, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

(2S,4S)-5-Biphenyl-4-yl-2-hydroxymethyl-4-[(3H-[1,2,3]triazole-4-carbonyl)-amino]-pentanoic acid (20 mg, 39 μmol, 1.0 eq.) was dissolved in 2-(2-methoxyethoxy)-ethanol, (3 mL) followed by the addition of 4 M of HCl in dioxane (295.0 μL). The mixture was heated and maintained at 60° C. for 4 hours. The mixture was concentrated and purified by preparative HPLC to yield the title compound (13 mg; purity 95%). MS m/z [M+H]+ calc'd for C26H32N4O6, 497.23. found 497.6.

Workup

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

Sources & evidence

ORD record
ord-1e6ff5553fac4de391b7defe15af4d80
Source dataset
uspto-grants-2014_10
Patent number
US08853427B2

Reaction notes

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