2,6-Lutidine → HCID 22644677, compound

HRID 2414348Notes

Reaction equation

HRID 2414348 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[N:14]1[CH2:19][CH2:18][CH:17]([N:20]2[C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=3[CH2:23][O:22][C:21]2=[O:30])[CH2:16][CH2:15]1)[C:5]([NH:7][CH:8]([CH3:10])[CH3:9])=[O:6].[CH3:31][S:32](Cl)(=[O:34])=[O:33].N1C(C)=CC=CC=1C>ClCCl>[CH3:9][CH:8]([NH:7][C:5](=[O:6])[C:4]1[CH:11]=[CH:12][C:13]([N:14]2[CH2:15][CH2:16][CH:17]([N:20]3[C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=4[CH2:23][O:22][C:21]3=[O:30])[CH2:18][CH2:19]2)=[C:2]([NH:1][S:32]([CH3:31])(=[O:34])=[O:33])[CH:3]=1)[CH3:10]

Participants

5

Reactant 3

HCID 79372,6-LutidineHCID 31297Methanesulfonyl chlorideHCID 22644659HCID 22644659, compound

Product 1

HCID 22644677HCID 22644677, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from the product of example 160 (0.1 g) and methanesulphonylchloride (0.02 ml) in dichloromethane (10 ml) at 0° C. in the presence of 2,6-lutidine (0.085 ml). The reaction mixture was stirred at room temperature for 16 h. The mixture was evaporated, dissolved in ethyl acetate, washed with water, dried, and evaporated under reduced pressure. Purification was by chromatography eluting with (3:1) ethyl acetate/isohexane. Yield 0.066 g as a solid.

Workup

  1. customThe mixture was evaporated
  2. dissolutiondissolved in ethyl acetate
  3. washwashed with water
  4. customdried
  5. customevaporated under reduced pressure
  6. customPurification
  7. washeluting with (3:1) ethyl acetate/isohexane

Sources & evidence

ORD record
ord-26a80022f4cc4d44b4933ea28cb5551a
Source dataset
uspto-grants-2004_11
Patent number
US06812226B2

Reaction notes

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