Triethylamine → HCID 90027018, compound

HRID 2175053Notes

Reaction equation

HRID 2175053 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[NH2:11])=[CH:4][CH:3]=1.C(N(CC)CC)C.Cl[C:20]1[C:25]([N+:26]([O-:28])=[O:27])=[CH:24][CH:23]=[C:22]([Cl:29])[N:21]=1>CO>[Cl:29][C:22]1[N:21]=[C:20]([NH:11][CH:8]2[C:9]3[C:5](=[CH:4][CH:3]=[C:2]([F:1])[CH:10]=3)[CH2:6][CH2:7]2)[C:25]([N+:26]([O-:28])=[O:27])=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 852392,6-Dichloro-3-nitropyridineHCID 154081276-Fluoro-2,3-dihydro-1H-inden-1-amine

Product 1

HCID 90027018HCID 90027018, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Dissolve 6-fluoroindan-1-ylamine (8.50 g, 56.22 mmol) in methanol (200 mL) and triethylamine (8.62 mL, 61.84 mmol). Add 2,6-dichloro-3-nitropyridine (10.85 g, 56.22 mmol) and stir under nitrogen for 14 hours. Filter the reaction mixture and wash the solids with methanol and hexanes to give the title compound as a yellow solid (9.00 g, 52%). MS (ES) m/z=308 [M+1].

Workup

  1. filtrationFilter the reaction mixture
  2. washwash the solids with methanol and hexanes

Sources & evidence

ORD record
ord-81fad4c06b2f47789f1d677e93da5c30
Source dataset
uspto-grants-2015_06
Patent number
US09062050B2

Reaction notes

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