Hydrochloric Acid → HCID 136597043, compound

HRID 1476857Notes

Reaction equation

HRID 1476857 reaction equation
[O:1]=[C:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:8]=[C:9]3[C:14](=[C:15]([O:17][C@H:18]4[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19]4)[N:16]=2)[N:13]=[CH:12][CH:11]=[CH:10]3)[NH:3]1.[ClH:30]>O1CCOCC1>[ClH:30].[NH:20]1[CH2:21][CH2:22][C@H:18]([O:17][C:15]2[N:16]=[C:7]([C:4]3[NH:3][C:2](=[O:1])[NH:6][N:5]=3)[CH:8]=[C:9]3[C:14]=2[N:13]=[CH:12][CH:11]=[CH:10]3)[CH2:19]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 136597028HCID 136597028, compound

Product 2

HCID 313Hydrochloric AcidHCID 136597043HCID 136597043, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To (S)-tert-butyl 3-((6-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)-1,7-naphthyridin-8-yl)oxy)pyrrolidine-1-carboxylate (100 mg, 0.251 mmol) suspended in dioxane (10 mL) was added 4M HCl in dioxane (0.251 mL, 1.004 mmol). The reaction mixture was stirred for 30 minutes and concentrated to give an HCl salt of the title compound (74 mg, 88%). This material was used directly in next step.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-aa7b20f0130b40da82a980030b1467b8
Source dataset
uspto-grants-2016_08
Patent number
US09402841B2

Reaction notes

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