Triethylamine → HCID 66798431, compound

HRID 1880774Notes

Reaction equation

HRID 1880774 reaction equation
FC(F)(F)C(O)=O.[NH2:8][CH2:9][CH:10]([NH:22][C:23](=[O:25])[CH3:24])[C:11]1[C:16]([Cl:17])=[CH:15][C:14]([C:18]([F:21])([F:20])[F:19])=[CH:13][N:12]=1.[I:26][C:27]1[CH:31]=[CH:30][S:29][C:28]=1[C:32](O)=[O:33].O.[Cl-].COC1N=C(OC)N=C([N+]2(C)CCOCC2)N=1.C(N(CC)CC)C>C(O)C>[C:23]([NH:22][CH:10]([C:11]1[C:16]([Cl:17])=[CH:15][C:14]([C:18]([F:19])([F:20])[F:21])=[CH:13][N:12]=1)[CH2:9][NH:8][C:32]([C:28]1[S:29][CH:30]=[CH:31][C:27]=1[I:26])=[O:33])(=[O:25])[CH3:24]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 27593763-iodothiophene-2-carboxylic AcidHCID 231494114-(4,6-Dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrateHCID 86612330N-{2-amino-1-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]ethyl}acetamide trifluoroacetate

Product 1

HCID 66798431HCID 66798431, compoundYield 18.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

108 mg of N-{2-amino-1-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]ethyl}acetamide trifluoroacetate (0.0003 mol), 76 mg of 3-Iodo-thiophene-2-carboxylic acid (0.0003 mol), 83 mg of 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (0.0003 mol), 41 μL of triethylamine (0.0003 mol) are stirred in 3 mL of ethanol at room temperature overnight. The reaction mixture is concentrated to dryness and purified on silica to yield to 29 mg of N-{2-(acetylamino)-2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]ethyl}-3-iodo-2-thiophenecarboxamide.

Workup

  1. concentrationThe reaction mixture is concentrated to dryness
  2. custompurified on silica

Sources & evidence

ORD record
ord-369eb87974cb4788a5988753ea3e5176
Source dataset
uspto-grants-2012_11
Patent number
US08318777B2

Reaction notes

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