Hydrochloric Acid → N-[(1S,2S)-2-Aminocyclopentyl]-5-chloro-2-(2H-1,2,3-triazol-2-yl)benzamide hydrochloride

HRID 1750522Notes

Reaction equation

HRID 1750522 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:24]2[N:28]=[CH:27][CH:26]=[N:25]2)=[C:6]([CH:23]=1)[C:7]([NH:9][C@H:10]1[CH2:14][CH2:13][CH2:12][C@@H:11]1[NH:15]C(=O)OC(C)(C)C)=[O:8].Cl>C(Cl)Cl.O1CCOCC1>[ClH:1].[NH2:15][C@H:11]1[CH2:12][CH2:13][CH2:14][C@@H:10]1[NH:9][C:7](=[O:8])[C:6]1[CH:23]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=1[N:24]1[N:25]=[CH:26][CH:27]=[N:28]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 118308311tert-Butyl N-[(1S,2S)-2-[5-chloro-2-(2H-1,2,3-triazol-2-yl)benzamido]cyclopentyl]carbamate

Product 1

HCID 118308315N-[(1S,2S)-2-Aminocyclopentyl]-5-chloro-2-(2H-1,2,3-triazol-2-yl)benzamide hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl N-[(1S,2S)-2-[5-chloro-2-(2H-1,2,3-triazol-2-yl)benzamido]cyclopentyl]carbamate (170 mg, 0.418 mmol) in DCM (5 ml) was added HCl in 1,4-dioxane (4 M, 3 ml). The reaction was stirred at room temperature overnight and then concentrated in vacuo. The solid was triturated with diethyl ether (3×1 ml) to afford the title compound.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe solid was triturated with diethyl ether (3×1 ml)

Sources & evidence

ORD record
ord-1942460a614144bebc693d042bceef1b
Source dataset
uspto-grants-2015_10
Patent number
US09156829B2

Reaction notes

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