Water → HCID 178510466, compound

HRID 1969483Notes

Reaction equation

HRID 1969483 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:14]=[CH:13][NH:12][N:11]=2)[C:5]([C:15]#[N:16])=[C:4]([SH:17])[N:3]=1.Cl[CH2:19][C:20]1[N:21]=[C:22]([C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=2)[S:23][CH:24]=1.C(=O)(O)[O-].[Na+].O>CN(C)C=O>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:14]=[CH:13][NH:12][N:11]=2)[C:5]([C:15]#[N:16])=[C:4]([S:17][CH2:19][C:20]2[N:21]=[C:22]([C:25]3[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=3)[S:23][CH:24]=2)[N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 6102974-(Chloromethyl)-2-(4-chlorophenyl)-1,3-thiazoleHCID 178510488HCID 178510488, compound

Product 1

HCID 178510466HCID 178510466, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

50 mg (0.21 mmol) of the compound from Example 6A and 156 mg (0.64 mmol) of 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-thiazole were dissolved in 1 ml of dimethylformamide, 52 mg (0.62 mmol) of sodium bicarbonate were added and the mixture was stirred at RT for 2.5 h. About 10 ml of water were added to the mixture, and the solid formed was purified by preparative HPLC (acetonitrile/water 10:90→95:5, 0.1% TFA added).

Workup

  1. customthe solid formed
  2. customwas purified by preparative HPLC (acetonitrile/water 10:90→95:5, 0.1% TFA added)

Sources & evidence

ORD record
ord-a6e454413fcc4f7fb4e02df7a494c50d
Source dataset
uspto-grants-2013_04
Patent number
US08426602B2

Reaction notes

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