Hydrochloric Acid → HCID 117844625, compound

HRID 58969Notes

Reaction equation

HRID 58969 reaction equation
C(OC(=O)NCCCC[C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20](=[O:33])[NH:21][CH2:22][CH2:23][CH2:24][NH:25]C(OC(C)(C)C)=O)[CH:15]=1)=[O:13])(C)(C)C.[ClH:35]>>[Cl-:35].[C:12]([NH:21][CH2:22][CH2:23][CH2:24][NH3+:25])(=[O:13])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([NH:21][CH2:22][CH2:23][CH2:24][NH3+:25])=[O:33])[CH:15]=1.[Cl-:35]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 131737040HCID 131737040, compound

Product 1

HCID 117844625HCID 117844625, compoundYield 56%

Procedure

To the crude tert-butyl(5-(3-((3-((tert-butoxycarbonyl)amino)propyl)carbamoyl)phenyl)-5-oxopentyl)carbamate from Step 1 was added methanolic HCl (150 mL, 1.0 M). The reaction mixture was stirred for 2 h and concentrated under reduced pressure. The solid was collected by vacuum filtration and washed with Et2O (30 mL) and hot MeOH (30 mL) to afford the desired product (0.388 g, 56%) as a white solid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. filtrationThe solid was collected by vacuum filtration
  3. washwashed with Et2O (30 mL) and hot MeOH (30 mL)

Sources & evidence

ORD record
ord-a274cb2323f544489e696348e96c21b2
Source dataset
uspto-grants-2016_09
Patent number
US09439433B2

Reaction notes

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