Hydrochloric Acid → HCID 68291759, compound

HRID 1507978Notes

Reaction equation

HRID 1507978 reaction equation
C(OC(=O)[NH:7][C@@H:8]([C@H:10]([C:13]1[O:14][CH:15]=[C:16]([C:18](=[O:20])[NH2:19])[N:17]=1)[CH2:11][CH3:12])[CH3:9])(C)(C)C.[ClH:22]>ClCCl>[ClH:22].[NH2:7][C@@H:8]([C@H:10]([C:13]1[O:14][CH:15]=[C:16]([C:18]([NH2:19])=[O:20])[N:17]=1)[CH2:11][CH3:12])[CH3:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68349584HCID 68349584, compound

Product 1

HCID 68291759HCID 68291759, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl((2R,3R)-3-(4-carbamoyloxazol-2-yl)pentan-2-yl)carbamate (677 mg, 2.28 mmol) in anhydrous dichloromethane (6 mL) was treated with HCl (4M HCl in 1,4-dioxane, 12 mL, 48.0 mmol) and allowed to stir at room temperature overnight. The reaction was then evaporated in vacuo to give 2-((2R,3R)-2-aminopentan-3-yl)oxazole-4-carboxamide hydrochloride (532 mg, 2.28 mmol, 100% yield) which was used immediately in the next reaction.

Workup

  1. customThe reaction was then evaporated in vacuo

Sources & evidence

ORD record
ord-bc1aed9cf6d74c039f7eb818667b082a
Source dataset
uspto-grants-2015_12
Patent number
US09221826B2

Reaction notes

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