Hydrochloric Acid → HCID 68532946, compound

HRID 644246Notes

Reaction equation

HRID 644246 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:35])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH:16][C:17](=[O:34])[C:18]2[CH:23]=[CH:22][C:21]([C:24]3([CH3:29])OCC[O:25]3)=[CH:20][C:19]=2[O:30][CH2:31][O:32][CH3:33])=[N:6][CH:7]=1.Cl>C1COCC1>[C:24]([C:21]1[CH:22]=[CH:23][C:18]([C:17]([NH:16][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9]([NH:8][C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]=2)=[O:35])=[O:34])=[C:19]([O:30][CH2:31][O:32][CH3:33])[CH:20]=1)(=[O:25])[CH3:29]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68532605HCID 68532605, compound

Product 1

HCID 68532946HCID 68532946, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N-(5-chloropyridin-2-yl)-2-[2-(methoxymethoxy)-4-(2-methyl-1,3-dioxolan-2-yl)benzoylamino]benzamide (4.37 g, 8.78 mmol) in THF (150 mL) at 0° C. was added 5 N HCl (28 mL, 140 mmol). The resulting solution was stirred at room temperature for 6 h. The solution was concentrated to the half of its original volume, diluted with H2O (300 mL) and basified with 2 N NaOH (˜pH 9). The solid obtained was filtered, washed with H2O (3×50 mL), and dried to give the expected product (3.82 g, 96%),

Workup

  1. concentrationThe solution was concentrated to the half of its original volume
  2. additiondiluted with H2O (300 mL)
  3. customThe solid obtained
  4. filtrationwas filtered
  5. washwashed with H2O (3×50 mL)
  6. customdried

Sources & evidence

ORD record
ord-5dd721def22a48fa8b0e2643ab16b764
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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