HCID 24774027, compound → HCID 59985812, compound

HRID 25158Notes

Reaction equation

HRID 25158 reaction equation
Cl.[CH:2]1[C:3]2[N:4]([CH:11]=[CH:12][CH:13]=2)[CH:5]=[C:6]([C:8]([OH:10])=O)[N:7]=1.Cl.Cl.[N:16]12[CH2:23][C@H:20]([CH2:21][CH2:22]1)[CH2:19][C@@H:18]([NH2:24])[CH2:17]2>>[N:16]12[CH2:23][C@H:20]([CH2:21][CH2:22]1)[CH2:19][C@@H:18]([NH:24][C:8]([C:6]1[N:7]=[CH:2][C:3]3[N:4]([CH:11]=[CH:12][CH:13]=3)[CH:5]=1)=[O:10])[CH2:17]2

Participants

3

Reactant 2

HCID 24774027HCID 24774027, compoundHCID 69607044Pyrrolo[1,2-a]pyrazine-3-carboxylic acid hydrochloride

Product 1

HCID 59985812HCID 59985812, compoundYield 83%

Procedure

Example 15 is prepared from pyrrolo[1,2-a]pyrazine-3-carboxylic acid hydrochloride and (3R,5R)-1-azabicyclo[3.2.1]octan-3-amine dihydrochloride using Procedure C to give a mixture purified by silica gel chromatography (9% MeOH/1%NH3OH/CHCl3 as the eluent) salted with fumaric acid, and crystallized from acetone to give a white solid. Yield 83%. HRMS (FAB) calcd for C15H18N4O MH+271.1559, found 271.1550.

Workup

  1. customto give a mixture
  2. custompurified by silica gel chromatography (9% MeOH/1%NH3OH/CHCl3 as the eluent)
  3. customcrystallized from acetone
  4. customto give a white solid

Sources & evidence

ORD record
ord-f4a2806e6c3941c7818c5630489ed9e7
Source dataset
uspto-grants-2005_02
Patent number
US06858613B2

Reaction notes

Loading…