Dimethylformamide → HCID 21914877, compound

HRID 1246455Notes

Reaction equation

HRID 1246455 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]2[N:12]=[C:13]([NH:16][C:17](=[O:19])[CH3:18])[S:14][CH:15]=2)=[CH:5][CH:4]=1.[O:20]1[CH2:24]CCC1.C[N:26](C)[CH:27]=[O:28]>O>[CH:27]([N:26]([CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]2[N:12]=[C:13]([NH:16][C:17](=[O:19])[CH3:18])[S:14][CH:15]=2)=[CH:5][CH:4]=1)[CH:24]=[O:20])=[O:28]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 8028TetrahydrofuranHCID 21915305HCID 21915305, compound

Product 1

HCID 21914877HCID 21914877, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of N-(4-{2-[4-(bromomethyl)phenyl]ethyl}-1,3-thiazol-2-yl)acetamide (100 mg), tetrahydrofuran (2 ml) and N,N-dimethylformamide (2 ml) was added sodium diformylimide (42 mg), and the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was diluted with water (3 ml), and the precipitated solid was filtered and washed with water to give N-[4-(2-{4-[(diformylamino)methyl]phenyl}ethyl)-1,3-thiazol-2-yl]acetamide (80 mg).

Workup

  1. filtrationthe precipitated solid was filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-61244461c42841d5a660d33ad531de0f
Source dataset
uspto-grants-2006_10
Patent number
US07125901B2

Reaction notes

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