Water → HCID 178496106, compound

HRID 2214970Notes

Reaction equation

HRID 2214970 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][O:19][CH3:20])=[CH:12][CH:11]=2)[C:5]([C:21]#[N:22])=[C:4]([SH:23])[N:3]=1.[C:24](=O)(O)[O-].[Na+].ClC[C:31]1[N:32]=[C:33]([C:36]2[CH:40]=[CH:39][S:38][CH:37]=2)[S:34][CH:35]=1.O>CN(C=O)C>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:11]=[CH:12][C:13]([O:16][CH2:17][CH2:18][O:19][CH3:20])=[CH:14][CH:15]=2)[C:5]([C:21]#[N:22])=[C:4]([SH:23]([C:31]2[N:32]=[C:33]([C:36]3[CH:40]=[CH:39][S:38][CH:37]=3)[S:34][CH:35]=2)[CH3:24])[N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 6021074-(Chloromethyl)-2-(thiophen-3-yl)-1,3-thiazoleHCID 178496105HCID 178496105, compound

Product 1

HCID 178496106HCID 178496106, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

100 mg (0.31 mmol) of 2-amino-4-[4-(2-methoxyethoxy)phenyl]-6-sulphanyl-pyridine-3,5-dicarbonitrile are dissolved in 1 ml of DMF. 103 mg (1.23 mmol) of sodium bicarbonate and 96.4 mg (0.46 mmol) of 4-chloromethyl-2-(thiophen-3-yl)-1,3-thiazole are then added. The suspension is shaken at RT overnight, and water is added. The precipitate is filtered off with suction, washed with ethanol and diethyl ether and dried at 40° C. under reduced pressure. This gives 141 mg (82% of theory) of product.

Workup

  1. filtrationThe precipitate is filtered off with suction
  2. washwashed with ethanol and diethyl ether
  3. customdried at 40° C. under reduced pressure

Sources & evidence

ORD record
ord-569f1ae26e884bb18752602897058329
Source dataset
uspto-grants-2006_09
Patent number
US07109218B2

Reaction notes

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