Nicotinoyl chloride → HCID 10113597, compound

HRID 584968Notes

Reaction equation

HRID 584968 reaction equation
FC(F)(F)C(O)=O.[CH3:8][NH:9][CH2:10][C:11]1[CH:12]=[C:13]([C:17]2[CH:22]=[CH:21][C:20]([CH2:23][CH:24]3[S:28][C:27](=[O:29])[NH:26][C:25]3=[O:30])=[CH:19][CH:18]=2)[CH:14]=[CH:15][CH:16]=1.[C:31](Cl)(=[O:38])[C:32]1[CH:37]=[CH:36][CH:35]=[N:34][CH:33]=1>>[O:29]=[C:27]1[NH:26][C:25](=[O:30])[CH:24]([CH2:23][C:20]2[CH:19]=[CH:18][C:17]([C:13]3[CH:14]=[CH:15][CH:16]=[C:11]([CH2:10][N:9]([CH3:8])[C:31](=[O:38])[C:32]4[CH:37]=[CH:36][CH:35]=[N:34][CH:33]=4)[CH:12]=3)=[CH:22][CH:21]=2)[S:28]1

Participants

3

Reactant 2

HCID 82604Nicotinoyl chlorideHCID 223414025-(3'-Methylaminomethylbiphenyl-4-ylmethyl)thiazolidine-2,4-dione trifluoroacetate

Product 1

HCID 10113597HCID 10113597, compound

Procedure

In a manner similar to that of Example 37(e), by reacting 1 g (2.2 mmol) of 5-(3′-methylaminomethyl-biphenyl-4-ylmethyl)thiazolidine-2,4-dione trifluoro-acetate with 450 mg (2.5 mmol) of nicotinoyl chloride, and after purification, 400 mg (40%) of N-[4′-(2,4-dioxothiazolidin-5-ylmethyl)biphenyl-3-ylmethyl]-N-methylnicotinamide are obtained in the form of a white solid with a melting point of 115° C.

Workup

  1. customafter purification, 400 mg (40%) of N-[4′-(2,4-dioxothiazolidin-5-ylmethyl)biphenyl-3-ylmethyl]-N-methylnicotinamide
  2. customare obtained in the form of a white solid with a melting point of 115° C.

Sources & evidence

ORD record
ord-58a1638c0b0d4df681af719b6d6c9976
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Reaction notes

Loading…