Hydrochloric Acid → HCID 67062123, compound

HRID 337696Notes

Reaction equation

HRID 337696 reaction equation
[C:1]([C:9]1[CH:10]=[C:11]([CH:40]=[C:41]([Br:43])[CH:42]=1)[CH2:12][N:13]([CH:37]1[CH2:39][CH2:38]1)[C:14]([C@H:16]1[C@H:21]([C:22]2[CH:27]=[CH:26][N:25]([CH3:28])[C:24](=[O:29])[CH:23]=2)[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17]1)=[O:15])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>C(Cl)Cl>[C:1]([C:9]1[CH:10]=[C:11]([CH:40]=[C:41]([Br:43])[CH:42]=1)[CH2:12][N:13]([CH:37]1[CH2:39][CH2:38]1)[C:14]([C@H:16]1[C@H:21]([C:22]2[CH:27]=[CH:26][N:25]([CH3:28])[C:24](=[O:29])[CH:23]=2)[CH2:20][CH2:19][NH:18][CH2:17]1)=[O:15])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131732043HCID 131732043, compound

Product 1

HCID 67062123HCID 67062123, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a CH2Cl2 solution (0.1 M) of trans-tert-butyl 3-{[(3-benzoyl-5-bromobenzyl)(cyclopropyl)amino]carbonyl}-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)piperidine-1-carboxylate (1 eq.) from the previous step was added HCl (4.0 M dioxane solution, 30 eq.). The resulting solution was stirred at RT for 45 min. Following the removal of the volatiles in vacuo, the resulting residue was directly loaded onto a SiO2 column packed with 93:7 (v/v) CH2Cl2:2.0 M NH3 in MeOH. Elution with the same solvent system furnished the title compound. MS (ESI+, M+H): 548.

Workup

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

Sources & evidence

ORD record
ord-8bb9857c31ce44b3a7bcd726d1770da0
Source dataset
uspto-grants-2014_11
Patent number
US08889714B2

Reaction notes

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