Hydrochloric Acid → HCID 10172501, compound

HRID 1270349Notes

Reaction equation

HRID 1270349 reaction equation
[CH3:1][NH2:2].[F:3][C:4]1[CH:9]=[C:8]([N:10]2[CH:14]=[C:13]([CH2:15][N:16]=[C:17]=[S:18])[N:12]=[N:11]2)[CH:7]=[C:6]([F:19])[C:5]=1[N:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1.Cl>O>[F:3][C:4]1[CH:9]=[C:8]([N:10]2[CH:14]=[C:13]([CH2:15][NH:16][C:17]([NH:2][CH3:1])=[S:18])[N:12]=[N:11]2)[CH:7]=[C:6]([F:19])[C:5]=1[N:20]1[CH2:21][CH2:22][O:23][CH2:24][CH2:25]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 10308757HCID 10308757, compound

Product 1

HCID 10172501HCID 10172501, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 40% methylamine (10 mL) was added 4-[2,6-difluoro-4-(4-isothiocyanatomethyl-[1,2,3]triazol-1-yl)-phenyl]-morpholine (0.2 g), obtained in Example 33, and stirred at room temperature for 30 min. The reaction mixture was neutralized with 1N HCl and diluted with water. Water layer was extracted with ethyl acetate (20 mL×2) and the combined organic layer was washed with brine and dried over sodium sulfate. Upon concentration and purification of the resulting residue by silica gel column chromatography (eluent; chloroform/ethylacetate, 8:2), the title compound was obtained as pale yellow crystals (0.12 g, 50%). Mp. 181° C.

Workup

  1. customobtained in Example 33
  2. extractionWater layer was extracted with ethyl acetate (20 mL×2)
  3. washthe combined organic layer was washed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationUpon concentration and purification of the resulting residue by silica gel column chromatography (eluent; chloroform/ethylacetate, 8:2)

Sources & evidence

ORD record
ord-4060749f06e74e2cb21098c2d7623cfb
Source dataset
uspto-grants-2007_04
Patent number
US07202254B2

Reaction notes

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