HCID 20448151, compound → HCID 13373503, compound

HRID 358471Notes

Reaction equation

HRID 358471 reaction equation
CN(C[CH:5]([C:10]1[N:11]=[CH:12][S:13][CH:14]=1)[S:6][CH2:7][CH2:8][NH2:9])C.[N+](N[C:19]1[NH:24][C:23](=[O:25])[C:22]([CH2:26][C:27]2[N:28]=[CH:29][N:30]([CH:32]([C:41]3[CH:46]=[CH:45][C:44]([O:47][CH3:48])=[CH:43][CH:42]=3)[C:33]3[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=3)[CH:31]=2)=[CH:21][N:20]=1)([O-])=O>C(O)C>[CH3:29][N:30]([CH2:32][C:12]1[S:13][CH:14]=[C:10]([CH2:5][S:6][CH2:7][CH2:8][NH:9][C:19]2[NH:24][C:23](=[O:25])[C:22]([CH2:26][C:27]3[N:28]=[CH:29][N:30]([CH:32]([C:33]4[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=4)[C:41]4[CH:46]=[CH:45][C:44]([O:47][CH3:48])=[CH:43][CH:42]=4)[CH:31]=3)=[CH:21][N:20]=2)[N:11]=1)[CH3:31]

Participants

4

Reactant 2

HCID 20448151HCID 20448151, compoundHCID 70504439HCID 70504439, compound

Product 1

HCID 13373503HCID 13373503, compoundYield 50.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(dimethylaminomethyl-4-thiazolylmethylthio)ethylamine (2.3 g) and 2-nitroamino-5-[1-(4,4'-dimethoxybenzhydryl)imidazol-4-ylmethyl]-4-pyrimidone (4.62 g) in ethanol (11 ml) was refluxed for 22 hours. Ethanol was evaporated from the solution and the residue chromatographed using HPLC. The appropriate fractions were combined and freed of solvents to give about 1.6 g of 2-[2-(2-dimethylaminomethyl-4-thiazolylmethylthio)ethyl]amino-5-[1-(4,4'-dimethoxybenzhydryl)imidazol-4-ylmethyl]-4-pyrimidone as a glass.

Workup

  1. customEthanol was evaporated from the solution
  2. customthe residue chromatographed

Sources & evidence

ORD record
ord-0073a73d847e4975bf94a0becbb79b2d
Source dataset
uspto-grants-1984_08
Patent number
US04468399

Reaction notes

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