Pyridine → HCID 87191581, compound

HRID 2089022Notes

Reaction equation

HRID 2089022 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[C:4]([C:9]2[C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[N:11]([S:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)(=[O:20])=[O:19])[CH:10]=2)[CH:3]=1.N1C=CC=CC=1.[Cl:33][CH2:34][C:35](Cl)=[O:36]>CN(C=O)C>[Cl:33][CH2:34][C:35]([NH:8][C:6]1[CH:5]=[C:4]([C:9]2[C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[N:11]([S:18]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)(=[O:19])=[O:20])[CH:10]=2)[CH:3]=[C:2]([Cl:1])[N:7]=1)=[O:36]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 87191603HCID 87191603, compound

Product 1

HCID 87191581HCID 87191581, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of Example 150b (0.262 g, 0.681 mmol) in DMF (6 mL) was added pyridine (0.11 mL, 1.36 mmol) and 2-chloroacetyl chloride (0.060 mL, 0.749 mmol). After 2 hours, the suspension was filtered. The filtrate was treated with water slowly. The precipitate formed was filtered, washed with water, and oven-dried to give 0.289 g of the title compound.

Workup

  1. filtrationthe suspension was filtered
  2. additionThe filtrate was treated with water slowly
  3. customThe precipitate formed
  4. filtrationwas filtered
  5. washwashed with water
  6. customoven-dried

Sources & evidence

ORD record
ord-9497c6342b9549cb94d1937131ce2bc6
Source dataset
uspto-grants-2013_05
Patent number
US08435980B2

Reaction notes

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