1,4-Dioxane hydrochloride → HCID 66730517, compound

HRID 1959947Notes

Reaction equation

HRID 1959947 reaction equation
FC1C=C(C2C=NC=C3C=2N=C(C(OCC)=O)C=C3)C=CC=1O.[OH:24][CH2:25][CH2:26][O:27][C:28]1[CH:40]=[CH:39][C:31]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])=[CH:30][CH:29]=1.[F:41][C:42]1[CH:43]=[C:44]([C:64]2[CH:65]=[N:66][CH:67]=[C:68]3[C:73]=2[N:72]=[C:71]([C:74]([NH2:76])=[O:75])[CH:70]=[CH:69]3)[CH:45]=[CH:46][C:47]=1OCCOCCOCCOC1CCCCO1.Cl.O1CCOCC1>O1CCOCC1>[C:74]([C:71]1[CH:70]=[CH:69][C:68]2[C:73](=[C:64]([C:44]3[CH:45]=[CH:46][C:47]([O:24][CH2:25][CH2:26][O:27][C:28]4[CH:40]=[CH:39][C:31]([C:32]([O:34][C:35]([CH3:36])([CH3:37])[CH3:38])=[O:33])=[CH:30][CH:29]=4)=[C:42]([F:41])[CH:43]=3)[CH:65]=[N:66][CH:67]=2)[N:72]=1)(=[O:75])[NH2:76]

Participants

6

Reactant 4

HCID 204431481,4-Dioxane hydrochlorideHCID 66730429HCID 66730429, compoundHCID 66730448HCID 66730448, compoundHCID 66730486HCID 66730486, compound

Product 1

HCID 66730517HCID 66730517, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Tert-butyl 4-{2-[4-(2-carbamoyl-1,6-naphthyridin-8-yl)-2-fluorophenoxy]ethoxy}benzoate (174 mg, 0.346 mmol) was synthesized from ethyl 8-(3-fluoro-4-hydroxyphenyl)-1,6-naphthyridine-2-carboxylate synthesized in Example 1 (1a) and tert-butyl 4-(2-hydroxyethoxy)benzoate synthesized in Reference Example 9 by the same methods as in Example 2 (2a) and (2b), and then dissolved in 1,4-dioxane (1.0 mL). To the resulting mixture, a 4M HCl/1,4-dioxane solution (8.0 mL) was added at 0° C., followed by stirring overnight.

Sources & evidence

ORD record
ord-08010432cbc647acad42cf56a16c9742
Source dataset
uspto-grants-2013_04
Patent number
US08410273B2

Reaction notes

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