Hydrochloric Acid → HCID 15980836, compound

HRID 561869Notes

Reaction equation

HRID 561869 reaction equation
[Cl:1][C:2]1[C:46]([Cl:47])=[CH:45][CH:44]=[CH:43][C:3]=1[CH2:4][N:5]([CH2:38][C:39]([F:42])([F:41])[F:40])[C:6](=[O:37])[CH:7]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][O:27][C:28]2[C:33]([Cl:34])=[CH:32][C:31]([CH3:35])=[CH:30][C:29]=2[Cl:36])=[CH:20][CH:19]=1)[CH2:8][NH:9]C(=O)OC(C)(C)C.Cl>C(Cl)Cl>[NH2:9][CH2:8][CH:7]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][O:27][C:28]2[C:29]([Cl:36])=[CH:30][C:31]([CH3:35])=[CH:32][C:33]=2[Cl:34])=[CH:20][CH:19]=1)[C:6]([N:5]([CH2:4][C:3]1[CH:43]=[CH:44][CH:45]=[C:46]([Cl:47])[C:2]=1[Cl:1])[CH2:38][C:39]([F:42])([F:41])[F:40])=[O:37]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86635932HCID 86635932, compound

Product 1

HCID 15980836HCID 15980836, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a CH2Cl2 solution (0.05 M) of tert-butyl (3-[(2,3-dichlorobenzyl)(2,2,2-trifluoroethyl)amino]-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-3-oxopropyl)carbamate from the previous step (1 eq.) was added HCl (4 M dioxane solution, 20 eq.). The resulting solution was stirred at RT for 13 h. Following the removal of the volatiles in vacuo, the resulting residue was directly loaded onto a SiO2 column packed with 95:5 (v/v) CH2Cl2: 2.0 M NH3 in MeOH. Elution with the same solvent system furnished the title compound as a colorless oil. MS (ESI+): 638.2.

Workup

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

Sources & evidence

ORD record
ord-979a04ea070f4f4c94e50a9542ab0b6d
Source dataset
uspto-grants-2011_11
Patent number
US08063105B2

Reaction notes

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