Potassium Carbonate → HCID 57725458, compound

HRID 1922263Notes

Reaction equation

HRID 1922263 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([O:11][C:12]3[CH:17]=[CH:16][N:15]=[C:14]([C:18]([NH:20][CH3:21])=[O:19])[CH:13]=3)[CH:8]=[C:7]([Cl:22])[C:5]=2[N:6]=1.Br[CH2:24][CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1.C(=O)([O-])[O-].[K+].[K+]>CN1C(=O)CCC1>[Cl:22][C:7]1[C:5]2[N:6]=[C:2]([NH:1][CH2:24][CH:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)[S:3][C:4]=2[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][N:15]=[C:14]([C:18]([NH:20][CH3:21])=[O:19])[CH:13]=2)[CH:8]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 137636Cyclohexane, (bromomethyl)-HCID 57725398HCID 57725398, compound

Product 1

HCID 57725458HCID 57725458, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
80 °C

Procedure

To the solution of 4-(2-amino-4-chlorobenzo[d]thiazol-6-yloxy)-N-methylpicolinamide (30 mg, 0.089 mmol, 1.0 eq) in 2 mL of NMP was added bromomethyl cyclohexane (18 μL, 0.134 mmol, 1.5 eq) and potassium carbonate (36 mg, 0.267 mmol, 3.0 eq) at room temperature. The reaction mixture was stirred at 80° C. for 2 hours and thereafter purified via reverse phase HPLC. LC/MS (m/z) [431.0] (MH+)

Workup

  1. custompurified via reverse phase HPLC

Sources & evidence

ORD record
ord-aee1f108eddb4974b0dc4370f21785d0
Source dataset
uspto-grants-2012_05
Patent number
US08173689B2

Reaction notes

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