HCID 58902436, compound → HCID 58902350, compound

HRID 1640176Notes

Reaction equation

HRID 1640176 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([NH:11][C:12]([C:14]2[CH:23]=[C:22]3[C:17]([CH:18]=[CH:19][C:20]([O:24][C:25]4[CH:30]=[CH:29][N:28]=[C:27]([NH:31]C(=O)OC(C)(C)C)[CH:26]=4)=[CH:21]3)=[CH:16][CH:15]=2)=[O:13])[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>Cl.O1CCOCC1>[NH2:31][C:27]1[CH:26]=[C:25]([O:24][C:20]2[CH:21]=[C:22]3[C:17]([CH:16]=[CH:15][C:14]([C:12]([NH:11][C:7]4[CH:8]=[CH:9][CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:6]=4)=[O:13])=[CH:23]3)=[CH:18][CH:19]=2)[CH:30]=[CH:29][N:28]=1

Participants

4

Reactant 1

HCID 58902436HCID 58902436, compound

Product 1

HCID 58902350HCID 58902350, compoundYield 115.8%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of [tert-butyl {4-[(7-{[(3-tert-butylphenyl)amino]carbonyl}-2-naphthyl)oxy]pyridin-2-yl}carbamate (1.05 g, 2.05 mmol;) in 4M HCl in 1,4-dioxane (40 mL) was allowed to stir under an atmosphere of nitrogen for 3 h. The solvents were evaporated to give 7-[(2-aminopyridin-4-yl)oxy]-N-(3-tert-butylphenyl)-2-naphthamide (977 mg, 98%).

Workup

  1. customThe solvents were evaporated

Sources & evidence

ORD record
ord-9932bbc18420413a87f036bdab5b473f
Source dataset
uspto-grants-2012_02
Patent number
US08110687B2

Reaction notes

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