Ethanesulfonylchloride, 2-chloro- → HCID 66748064, compound

HRID 1622709Notes

Reaction equation

HRID 1622709 reaction equation
[H-].[Na+].Cl[CH2:4][CH2:5][S:6](Cl)(=[O:8])=[O:7].[CH3:10][C:11]1[CH:30]=[CH:29][CH:28]=[CH:27][C:12]=1[O:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[C:21]([NH2:26])=[N:22][CH:23]=[CH:24][CH:25]=2)=[CH:16][CH:15]=1>C1COCC1>[CH3:10][C:11]1[CH:30]=[CH:29][CH:28]=[CH:27][C:12]=1[O:13][C:14]1[CH:15]=[CH:16][C:17]([C:20]2[C:21]3=[N:26][S:6](=[O:8])(=[O:7])[CH2:5][CH2:4][N:22]3[CH:23]=[CH:24][CH:25]=2)=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 15385Ethanesulfonylchloride, 2-chloro-HCID 24758Sodium hydrideHCID 66748481HCID 66748481, compound

Product 1

HCID 66748064HCID 66748064, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of NaH (60%, 284 mg) in THF (dry) (15 ml) was added 2-chloroethanesulfonyl chloride (0.448 ml) at 0° C. and the mixture was stirred for 5 min at the same temperature. A solution of 3-(4-(2-methylphenoxy)phenyl)pyridin-2-amine (392 mg) in THF (dry) (20 mL) was added at 0° C. and the mixture was stirred at room temperature for 5 hr. The mixture was quenched with water at 0° C. Water, EtOAc and IPE were added and the precipitates were collected, washed with water/EtOAc, dried in vacuo to give the title compound (415.4 mg) as a white solid. A part of this was recrystallized from MeCN/IPE.

Workup

  1. stirringthe mixture was stirred at room temperature for 5 hr
  2. customThe mixture was quenched with water at 0° C
  3. additionWater, EtOAc and IPE were added
  4. customthe precipitates were collected
  5. washwashed with water/EtOAc
  6. customdried in vacuo

Sources & evidence

ORD record
ord-fffade96d11c4d91928934984c789616
Source dataset
uspto-grants-2014_07
Patent number
US08778934B2

Reaction notes

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