Hydrochloric Acid → HCID 57956062, compound

HRID 561856Notes

Reaction equation

HRID 561856 reaction equation
[CH:1]1([N:4]([CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[C:39]([Cl:43])[C:38]=2[Cl:44])[C:5](=[O:35])[CH:6]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][O:25][C:26]3[C:31]([Cl:32])=[CH:30][C:29]([CH3:33])=[CH:28][C:27]=3[Cl:34])=[CH:19][CH:18]=2)[CH2:7][NH:8]C(=O)OC(C)(C)C)[CH2:3][CH2:2]1.Cl>C(Cl)Cl>[NH2:8][CH2:7][CH:6]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][O:25][C:26]2[C:27]([Cl:34])=[CH:28][C:29]([CH3:33])=[CH:30][C:31]=2[Cl:32])=[CH:19][CH:18]=1)[C:5]([N:4]([CH:1]1[CH2:3][CH2:2]1)[CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[C:39]([Cl:43])[C:38]=1[Cl:44])=[O:35]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86635926HCID 86635926, compound

Product 1

HCID 57956062HCID 57956062, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a CH2Cl2 solution (0.06 M) of tert-butyl (3-[cyclopropyl(2,3-dichlorobenzyl)amino]-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethyl]benzyl}-3-oxopropyl)carbamate (1 eq.) from the previous step was added HCl (4.0 M dioxane solution, 14 eq.). The resulting solution was stirred at RT for 3 h. Following the removal of the volatiles in vacuo, the resulting residue was directly loaded onto a SiO2 column packed with 97:3 (v/v) CH2Cl2: 2.0 M NH3 in MeOH. Elution with the same solvent system furnished the title compound as a white froth. MS (ESI+): 578.9.

Workup

  1. customthe removal of the volatiles in vacuo
  2. washElution with the same solvent system

Sources & evidence

ORD record
ord-14fa9cd82b554199a6cc286d1a090abf
Source dataset
uspto-grants-2011_11
Patent number
US08063105B2

Reaction notes

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