Chloroform → HCID 21934606, compound

HRID 1241397Notes

Reaction equation

HRID 1241397 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([NH:8][C:9]2[S:10][CH:11]=[CH:12][N:13]=2)[CH:5]=[C:4]([CH3:14])[N:3]=1.C(Cl)(Cl)Cl.[Br:19]N1C(=O)CCC1=O>C(OCC)(=O)C>[Br:19][C:11]1[S:10][C:9]([NH:8][C:6]2[CH:5]=[C:4]([CH3:14])[N:3]=[C:2]([CH3:1])[N:7]=2)=[N:13][CH:12]=1

Participants

5

Reactant 3

HCID 6212Chloroform2×HCID 67184N-bromobutanimideHCID 21934656HCID 21934656, compound

Product 1

HCID 21934606HCID 21934606, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a round bottomed flask were added 50 mg of (2,6-dimethyl-pyrimidin-4-yl)-thiazol-2-yl-amine (23-2), chloroform (3.0 mL) and 47 mg of N-bromosuccinimide. The reaction was allowed to stir at room temperature for 2 hours. The chloroform was diluted with ethyl acetate and washed with saturated sodium bisulfite solution. The ethyl acetate was dried (MgSO4) and the solvent removed under high vac to give the desired product. The title compound was used as is. 1H-NMR (400 MHz, DMSO-d6) 11.05 (1H, s), 7.53 (1H, s), 6.69 (1H, d), 6.69 (1H, s), 2.54 (3H, s), 2.35 (3H, s). MS(M+1)=285.

Workup

  1. washwashed with saturated sodium bisulfite solution
  2. dry with materialThe ethyl acetate was dried (MgSO4)
  3. customthe solvent removed under high vac

Sources & evidence

ORD record
ord-0df1f55ec8d84d75ad3fea24d8508298
Source dataset
uspto-grants-2006_10
Patent number
US07115597B2

Reaction notes

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