Hydrochloric Acid → HCID 118308235, compound

HRID 1750490Notes

Reaction equation

HRID 1750490 reaction equation
[CH:1]1([N:5]([C@H:18]2[CH2:22][CH2:21][CH2:20][C@@H:19]2[NH:23]C(=O)OC(C)(C)C)[C:6](=[O:17])[C:7]2[C:12]([O:13][CH3:14])=[CH:11][CH:10]=[CH:9][C:8]=2[O:15][CH3:16])[CH2:4][CH2:3][CH2:2]1.[ClH:31].O1CCOCC1>CO>[ClH:31].[NH2:23][C@H:19]1[CH2:20][CH2:21][CH2:22][C@@H:18]1[N:5]([CH:1]1[CH2:4][CH2:3][CH2:2]1)[C:6](=[O:17])[C:7]1[C:8]([O:15][CH3:16])=[CH:9][CH:10]=[CH:11][C:12]=1[O:13][CH3:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 118308097HCID 118308097, compound

Product 1

HCID 118308235HCID 118308235, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl N-[(1S,2S)-2-(N-cyclobutyl2,6-dimethoxybenzamido)cyclopentyl]carbamate (1.34 g, 3.20 mmol) in methanol (11 ml) was added HCl in 1,4-dioxane (4 M, 8.00 ml, 32.0 mmol). The reaction was stirred at room temperature for 17 hours (overnight) and then was concentrated in vacuo, azeotropically distilled with toluene to afford the title compound.

Workup

  1. concentrationwas concentrated in vacuo
  2. distillationazeotropically distilled with toluene

Sources & evidence

ORD record
ord-5ddc5d226a4e495c974a74a019381abc
Source dataset
uspto-grants-2015_10
Patent number
US09156829B2

Reaction notes

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