Triethylamine → HCID 66798431, compound

HRID 655915Notes

Reaction equation

HRID 655915 reaction equation
F[C:2](F)(F)[C:3]([OH:5])=O.[NH2:8][CH:9]([CH:13]([C:15]1[C:20]([Cl:21])=[CH:19][C:18]([C:22]([F:25])([F:24])[F:23])=[CH:17][N:16]=1)C)C(N)=O.[I:26][C:27]1[CH:31]=[CH:30][S:29][C:28]=1[C:32]([OH:34])=O.O.[Cl-].COC1N=C(OC)N=C([N+]2(C)CCOCC2)[N:40]=1.C(N(CC)CC)C>C(O)C>[C:3]([NH:40][CH:13]([C:15]1[C:20]([Cl:21])=[CH:19][C:18]([C:22]([F:23])([F:24])[F:25])=[CH:17][N:16]=1)[CH2:9][NH:8][C:32]([C:28]1[S:29][CH:30]=[CH:31][C:27]=1[I:26])=[O:34])(=[O:5])[CH3:2]

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 866291252-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-290fc9a73459498c956c49f6e2a4f70b
Source dataset
uspto-grants-2011_12
Patent number
US08071627B2

Reaction notes

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