Hydrochloric Acid → 2-Amino-pentanoic acid (5-tert-butyl-[1,3,4]thiadiazol-2-yl)-amide

HRID 852351Notes

Reaction equation

HRID 852351 reaction equation
C(OC(=O)[NH:7][CH:8]([C:12](=[O:23])[NH:13][C:14]1[S:15][C:16]([C:19]([CH3:22])([CH3:21])[CH3:20])=[N:17][N:18]=1)[CH2:9][CH2:10][CH3:11])(C)(C)C.Cl>O1CCOCC1>[C:19]([C:16]1[S:15][C:14]([NH:13][C:12](=[O:23])[CH:8]([NH2:7])[CH2:9][CH2:10][CH3:11])=[N:18][N:17]=1)([CH3:21])([CH3:20])[CH3:22]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68831260HCID 68831260, compound

Product 1

HCID 860331642-Amino-pentanoic acid (5-tert-butyl-[1,3,4]thiadiazol-2-yl)-amideYield 110.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A mixture of [1-(5-tert-butyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-butyl]-carbamic acid tert-butyl ester (8.9 g) in dioxane (60 ml) was treated with 4 N HCl in 1,4-dioxane (20 ml). The mixture was stirred at rt overnight, then concentrated to dryness and pumped in vacuo to give the title compounds as a white solid (7.0908 g, 93%), APCI M+1=257.4

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-34fa046152d841c8a606a3db363c119d
Source dataset
uspto-grants-2007_08
Patent number
US07253195B2

Reaction notes

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