Tetrahydrofuran → HCID 117839340, compound

HRID 1477675Notes

Reaction equation

HRID 1477675 reaction equation
O1CCCC1.Cl[C:7]1[N:12]=[C:11]([Cl:13])[N:10]=[CH:9][N:8]=1.C(=O)([O-])[O-].[Na+].[Na+].Cl.[F:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:32][CH2:31][C@@H:30]([NH2:33])[CH2:29]2)=[CH:24][CH:23]=1>C(OCC)(=O)C.O>[Cl:13][C:11]1[N:10]=[CH:9][N:8]=[C:7]([NH:33][C@@H:30]2[CH2:31][CH2:32][N:28]([C:25]3[CH:26]=[CH:27][C:22]([F:21])=[CH:23][CH:24]=3)[CH2:29]2)[N:12]=1

Participants

7

Reactant 4

HCID 8028TetrahydrofuranHCID 10340Sodium CarbonateHCID 178102,4-Dichloro-1,3,5-triazineHCID 117839302HCID 117839302, compound

Product 1

HCID 117839340HCID 117839340, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

To a tetrahydrofuran solution (2.0 mL)-water (0.80 mL) solution of 2,4-dichloro-1,3,5-triazine (166 mg, 1.11 mmol) and sodium carbonate (141 mg, 1.33 mmol), (R)-1-(4-fluorophenyl)pyrrolidin-3-amine hydrochloride (200 mg, 1.11 mmol) synthesized in Reference Synthesis Example 30 was added at 0° C. and the resultant mixture was stirred for 3 hours. After completion of the reaction, water was added to the reaction solution and extraction from the resultant mixture with ethyl acetate was performed. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain the title compound as a crude product.

Workup

  1. additionwas added at 0° C.
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-384090483b6040bfb6d879cdb10a6fc6
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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