Hydrochloric Acid → HCID 11524373, compound

HRID 1676966Notes

Reaction equation

HRID 1676966 reaction equation
[Cl:1][C:2]1[C:3]([N:8]2[C:13]3[CH:14]=[CH:15][CH:16]=[C:17]([C:18]([NH:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4C(OC)=O)=[O:19])[C:12]=3[O:11][CH2:10][CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.[OH-:31].[Na+].Cl.[O:34]1[CH2:38]CCC1>CO>[C:38]([C:24]1[CH:23]=[CH:22][C:21]([NH:20][C:18]([C:17]2[C:12]3[O:11][CH2:10][CH2:9][N:8]([C:3]4[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][N:4]=4)[C:13]=3[CH:14]=[CH:15][CH:16]=2)=[O:19])=[CH:26][CH:25]=1)([OH:34])=[O:31]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 67071935HCID 67071935, compound

Product 1

HCID 11524373HCID 11524373, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

4-(3-Chloropyridin-2-yl)-N-(methoxycarbonylphenyl)-3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxamide (500 mg) produced in Example 1-034 was dissolved in tetrahydrofuran (5 ml) and methanol (5 ml), 4 M sodium hydroxide solution (1 ml) was added, and the mixture was stirred at 60° C. for 5 hours. The reaction mixture was neutralized by adding 1 M hydrochloric acid and then concentrated. The concentrate was diluted with water and stirred, and white solid substance was collected by filtration and dried to obtain the title compound (433 mg)

Workup

  1. concentrationconcentrated
  2. additionThe concentrate was diluted with water
  3. stirringstirred
  4. filtrationwhite solid substance was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-675a103105454437a1b7f0d2a442024a
Source dataset
uspto-grants-2011_08
Patent number
US08008292B2

Reaction notes

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