Hydrochloric Acid → HCID 131731690, compound

HRID 1628247Notes

Reaction equation

HRID 1628247 reaction equation
[CH3:1][N:2]1[C:6]([NH:7][C:8](=[O:26])[C@@H:9]([NH:17][CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:5][C:4]([C:27]2[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=2)=[N:3]1.[ClH:33]>O.O1CCOCC1>[ClH:33].[ClH:33].[Cl:33][C:31]1[CH:32]=[C:27]([C:4]2[CH:5]=[C:6]([NH:7][C:8](=[O:26])[C@@H:9]([NH:17][CH2:18][C:19]([OH:21])=[O:20])[CH2:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:2]([CH3:1])[N:3]=2)[CH:28]=[CH:29][N:30]=1

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 67497107HCID 67497107, compound

Product 1

HCID 131731690HCID 131731690, compound

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 312751,4-DioxaneSolvent

Procedure

To a 20 ml vial was added 800 mg of 17.8.B, 15 ml of dioxane, 10 drops of water and 4.5 ml of hydrogen chloride (2.0 M solution in diethyl ether). After 16 hours 10 ml of concentrated HCl were added and stirred at room temperature for 16 hours. The solvent was removed with a stream of nitrogen (dried with MeOH) to give 740 mg of 2-((S)-1-(3-(2-chloropyridin-4-yl)-1-methyl-1H-pyrazol-5-ylamino)-1-oxo-3-phenylpropan-2-ylamino)acetic acid diHCl salt as a light yellow solid (Note: trace methyl ester was observed in final product).

Workup

  1. customThe solvent was removed with a stream of nitrogen (dried with MeOH)

Sources & evidence

ORD record
ord-2ebd34c5016b4d8b8e326a4d0fc77673
Source dataset
uspto-grants-2014_07
Patent number
US08785468B2

Reaction notes

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