Triethylamine → HCID 11668330, compound

HRID 1723635Notes

Reaction equation

HRID 1723635 reaction equation
[N:1]1([C:7]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:8]=2[C:9](Cl)=[O:10])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[C:19]1([C:25]2[CH2:26][CH2:27][NH:28][CH2:29][CH:30]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.CCN(CC)CC>C(Cl)Cl>[N:1]1([C:7]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:8]=2[C:9]([N:28]2[CH2:27][CH:26]=[C:25]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:30][CH2:29]2)=[O:10])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 825531,2,3,6-Tetrahydro-4-phenylpyridineHCID 172741532-Morpholin-4-yl-5-nitro-benzoyl chloride

Product 1

HCID 11668330HCID 11668330, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 40.6 mg (0.15 mmol) of 2-morpholin-4-yl-5-nitro-benzoyl chloride, 29 mg (0.18 mmol) 4-phenyl-1,2,3,6-tetrahydro-pyridine (commercial) and 62.5 ul (0.45 mmol) NEt3 in 1 ml DCM was stirred at room temperature for 16 h. After evaporation of the volatiles the residue was taken up in 1 ml CH3CN/DMF/HCOOH 3/5/2 and subjected to preparative HPLC purification on reversed phase eluting with an acetonitrile/water gradient to yield after evaporation the title compound.

Workup

  1. customAfter evaporation of the volatiles the residue
  2. customsubjected to preparative HPLC purification on reversed phase
  3. washeluting with an acetonitrile/water gradient
  4. customto yield
  5. customafter evaporation the title compound

Sources & evidence

ORD record
ord-1630c55dfdd94748a5fcb4107ad4c87d
Source dataset
uspto-grants-2009_02
Patent number
US07485637B2

Reaction notes

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