Hydrochloric Acid → HCID 136342513, compound

HRID 1767368Notes

Reaction equation

HRID 1767368 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[C:10]([CH:19]2[CH2:24][CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20]2)[C:11]2[CH2:16][O:15][C:14](=[O:17])[NH:13][C:12]=2[N:18]=1.[ClH:32]>O1CCOCC1>[ClH:32].[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[C:10]([CH:19]2[CH2:24][CH2:23][CH2:22][NH:21][CH2:20]2)[C:11]2[CH2:16][O:15][C:14](=[O:17])[NH:13][C:12]=2[N:18]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 136050771HCID 136050771, compound

Product 1

HCID 136342513HCID 136342513, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of tert-butyl 3-[7-(2-hydroxyphenyl)-2-oxo-1,4-dihydro-2H-pyrido-[2,3-d][1,3]oxazin-5-yl]-1-piperidinecarboxylate (45 mg, 0.11 mmol) in 1,4-dioxane (1.0 mL) was added 4N HCl in 1,4-dioxane (2.0 mL). The mixture was stirred for 1 hr at room temperature. The resulting solid was collected by filtration, washed with 1,4-dioxane, and dried under reduced pressure to give 7-(2-hydroxyphenyl)-5-(3-piperidinyl)-1,4-dihydro-2H-pyrido[2,3-d][1,3]oxazin-2-one hydrochloride as a white solid. (22.8 mg, yield; 60%)

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with 1,4-dioxane
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-29e39687f131406f8b6b1911abd52484
Source dataset
uspto-grants-2007_06
Patent number
US07232909B2

Reaction notes

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