Hydrochloric Acid → HCID 47002560, compound

HRID 219664Notes

Reaction equation

HRID 219664 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH2:9][S:10]([NH:13][CH3:14])(=[O:12])=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2].B.C1COCC1.Cl.[OH-].[Na+]>C1COCC1>[NH2:2][CH2:1][C:3]1[CH:4]=[C:5]([CH2:9][S:10]([NH:13][CH3:14])(=[O:12])=[O:11])[CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 2723981Borane;tetrahydrofuranHCID 43351373HCID 43351373, compound

Product 1

HCID 47002560HCID 47002560, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
100 °C

Procedure

To a solution of C-(3-cyano-phenyl)-N-methyl-methanesulfonamide (42 mg, 0.2 mmol) in THF (4 mL) is added a solution of BH3−THF in THF (1 M, 1 mL). The mixture is sealed and heated in a microwave reactor at 100° C. for 120 seconds. The mixture is poured into 1 M HCl (20 mL), basified with 3 M NaOH to pH ˜10, extracted with DCM (2×50 mL), dried with Na2SO4, filtered, and concentrated in vacuo to afford C-(3-aminomethyl-phenyl)-N-methyl-methanesulfonamide, which is used directly in the next without further purification.

Workup

  1. customThe mixture is sealed
  2. extractionextracted with DCM (2×50 mL)
  3. dry with materialdried with Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-121476f0950c4c0a9fa1611fff312ebb
Source dataset
uspto-grants-2012_06
Patent number
US08202863B2

Reaction notes

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