Water → HCID 66748104, compound

HRID 1405893Notes

Reaction equation

HRID 1405893 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[C:13]([NH2:18])=[N:14][CH:15]=[CH:16][CH:17]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10].[H-].[Na+].Cl[CH2:22][CH2:23][S:24](Cl)(=[O:26])=[O:25].O>C1COCC1.CCCCCC>[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[C:13]3=[N:18][S:24](=[O:26])(=[O:25])[CH2:23][CH2:22][N:14]3[CH:15]=[CH:16][CH:17]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10]

Participants

7

Reactant 4

HCID 962WaterHCID 15385Ethanesulfonylchloride, 2-chloro-HCID 24758Sodium hydrideHCID 66748566HCID 66748566, compound

Product 1

HCID 66748104HCID 66748104, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8058HexaneSolvent

Procedure

A solution of 3-(3-chloro-4-isopropoxyphenyl)pyridin-2-amine (770 mg) in THF (dry) (10 mL) was added to a suspension of NaH (60%, 586 mg) and 2-chloroethanesulfonyl chloride (0.919 mL) in THF (dry) (10 mL) at 0° C. The mixture was stirred at room temperature overnight. Water and hexane were added to give a white precipitate. The precipitate was collected by filtration, washed with water and EtOAc and crystallized from THF—IPE to give the title compound (600 mg) as a white solid.

Workup

  1. customto give a white precipitate
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water and EtOAc
  4. customcrystallized from THF—IPE

Sources & evidence

ORD record
ord-2859600113c349e483f4dc88321ff402
Source dataset
uspto-grants-2014_12
Patent number
US08916551B2

Reaction notes

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