HCID 66721428, compound → HCID 58902470, compound

HRID 1640203Notes

Reaction equation

HRID 1640203 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([NH:11][C:12]([CH:14]2[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][C:18]([O:24][C:25]4[CH:30]=[CH:29][N:28]=[C:27]([N:31](CC5C=CC(OC)=CC=5)[CH3:32])[CH:26]=4)=[CH:19][CH:20]=3)[CH2:15]2)=[O:13])[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>C(Cl)Cl.C(O)(C(F)(F)F)=O>[C:1]([C:5]1[CH:6]=[C:7]([NH:11][C:12]([CH:14]2[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][C:18]([O:24][C:25]4[CH:30]=[CH:29][N:28]=[C:27]([NH:31][CH3:32])[CH:26]=4)=[CH:19][CH:20]=3)[CH2:15]2)=[O:13])[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 66721428HCID 66721428, compound

Product 1

HCID 58902470HCID 58902470, compoundYield 94.9%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of N-(3-tert-butylphenyl)-7-({2-[(4-methoxybenzyl)(methyl)amino]-pyridin-4-yl}oxy)-1,2,3,4-tetrahydronaphthalene-2-carboxamide (454 mg, 0.83 mmol) in DCM (4 mL) and TFA (4 mL) was heated at 50° C. for 18 h. The reaction mixture was allowed to cool to rt and the solvents were evaporated. The residue was purified by column chromatography to give N-(3-tert-butylphenyl)-7-{[2-(methylamino)pyridin-4-yl]oxy}-1,2,3,4-tetrahydronaphthalene-2-carboxamide (337 mg, 94.9%). LCMS: (FA) ES+ 430.2.

Workup

  1. customthe solvents were evaporated
  2. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-488cb75d1cd44a67a9c069accd5e44ff
Source dataset
uspto-grants-2012_02
Patent number
US08110687B2

Reaction notes

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