HCID 58902451, compound → HCID 58902461, compound

HRID 1640195Notes

Reaction equation

HRID 1640195 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([O:9][C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[O:16][CH2:15][CH:14]([NH:20]C(=O)OC(C)(C)C)[CH2:13]3)[CH:6]=[CH:5][N:4]=1)#[N:2]>Cl.O1CCOCC1>[NH2:20][CH:14]1[CH2:13][C:12]2[C:17](=[CH:18][CH:19]=[C:10]([O:9][C:7]3[CH:6]=[CH:5][N:4]=[C:3]([C:1]#[N:2])[CH:8]=3)[CH:11]=2)[O:16][CH2:15]1

Participants

4

Reactant 1

HCID 58902451HCID 58902451, compound

Product 1

HCID 58902461HCID 58902461, compoundYield 12%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of tert-butyl {6-[(2-cyanopyridin-4-yl)oxy]-3,4-dihydro-2-H-chromen-3-yl}carbamate in 2M HCl in dioxane (8 mL) was allowed to stir at rt overnight. The reaction mixture was concentrated and the residue was purified by column chromatography to give 4-[(3-amino-3,4-dihydro-2H-chromen-6-yl)oxy]pyridine-2-carbonitrile (0.17 g, 12%).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-e560d01681bf4949a30166f299164d89
Source dataset
uspto-grants-2012_02
Patent number
US08110687B2

Reaction notes

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