Hydrochloric Acid → HCID 136342538, compound

HRID 1611222Notes

Reaction equation

HRID 1611222 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([O:12]CC3C=CC(OC)=CC=3)[C:7]=2[C:22]2[CH:23]=[C:24]([NH:33][CH2:34][CH2:35][NH:36]C(=O)OC(C)(C)C)[C:25]3[CH2:30][O:29][C:28](=[O:31])[NH:27][C:26]=3[N:32]=2)[CH2:3][CH2:2]1.[ClH:44]>O1CCOCC1>[ClH:44].[NH2:36][CH2:35][CH2:34][NH:33][C:24]1[C:25]2[CH2:30][O:29][C:28](=[O:31])[NH:27][C:26]=2[N:32]=[C:22]([C:7]2[C:8]([OH:12])=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][CH2:4][CH:1]2[CH2:3][CH2:2]2)[CH:23]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22258948HCID 22258948, compound

Product 1

HCID 136342538HCID 136342538, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of tert-butyl 2-[(7-{2-(cyclopropylmethoxy)-6-[(4-methoxybenzyl)oxy]phenyl}-2-oxo-1,4-dihydro-2H-pyrido[2,3-d][1,3]oxazin-5-yl)amino]ethylcarbamate (0.032 g, 0.054 mmol) in 1,4-dioxane (1 mL) was added 4N HCl in 1,4-dioxane (1 mL). The mixture was stirred at room temperature overnight. The resulting precipitate was collected by filtration, washed with ethyl acetate to give 5-[(2-aminoethyl)amino]-7-[2-(cyclopropylmethoxy)-6-hydroxyphenyl]-1,4-dihydro-2H-pyrido[2,3-d][1,3]oxazin-2-one hydrochloride as a solid (0.013 g, yield; 59%).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-b030c73135104b28aeb60500d3d5d1aa
Source dataset
uspto-grants-2006_01
Patent number
US06984649B1

Reaction notes

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