Hydrochloric Acid → HCID 12000648, compound

HRID 561845Notes

Reaction equation

HRID 561845 reaction equation
C(OC(=O)[NH:7][CH2:8][CH:9]([CH2:25][C:26]1[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH2:34][O:35][C:36]2[C:41]([Cl:42])=[CH:40][C:39]([CH3:43])=[CH:38][C:37]=2[Cl:44])=[CH:28][CH:27]=1)[C:10]([N:12]([CH:22]1[CH2:24][CH2:23]1)[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[C:15]=1[CH3:21])=[O:11])(C)(C)C.Cl>C(Cl)Cl>[NH2:7][CH2:8][CH:9]([CH2:25][C:26]1[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH2:34][O:35][C:36]2[C:37]([Cl:44])=[CH:38][C:39]([CH3:43])=[CH:40][C:41]=2[Cl:42])=[CH:28][CH:27]=1)[C:10]([N:12]([CH:22]1[CH2:23][CH2:24]1)[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[C:15]=1[CH3:21])=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 91400668HCID 91400668, compound

Product 1

HCID 12000648HCID 12000648, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a CH2Cl2 solution (0.05 M) of tert-butyl(3-[cyclopropyl(2,3-dimethylbenzyl)amino]-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-3-oxopropyl)carbamate from the previous step (I eq.) was added HCl (4.0 M dioxane solution, 30 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+): 555.0.

Workup

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

Sources & evidence

ORD record
ord-abc251d5c32f424e8b49442809ad81cc
Source dataset
uspto-grants-2011_11
Patent number
US08063105B2

Reaction notes

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