Potassium Carbonate → HCID 69810898, compound

HRID 1029259Notes

Reaction equation

HRID 1029259 reaction equation
[C:1]([N:9]1[CH2:12][CH:11]([NH:13][C:14]2[CH:23]=[CH:22][N:21]=[C:20]3[C:15]=2[C:16]2[CH:28]=[CH:27][CH:26]=[CH:25][C:17]=2[C:18](=[O:24])[NH:19]3)[CH2:10]1)(=O)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+].ClC[C:37]([NH:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)=[O:38]>CO>[O:24]=[C:18]1[C:17]2[CH:25]=[CH:26][CH:27]=[CH:28][C:16]=2[C:15]2[C:20](=[N:21][CH:22]=[CH:23][C:14]=2[NH:13][CH:11]2[CH2:10][N:9]([CH2:1][C:37]([NH:39][C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)=[O:38])[CH2:12]2)[NH:19]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11485ChloroacetanilideHCID 58168313HCID 58168313, compound

Product 1

HCID 69810898HCID 69810898, compoundYield 7.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The amine intermediate from Example 366 (60 mg, 0.16 mmol), K2CO3 (33 mg, 0.24 mmol), and 2-chloro-N-phenylacetamide (26 mg, 0.16 mmol) were suspended in MeOH (2 mL), and stirred for 40 h at room temperature. The crude reaction mixture was purified directly via HP-LC to provide 370 (5 mg, 6% yield) as a solid. LC-MS (M+H=400, obsd.=400).

Workup

  1. customThe crude reaction mixture
  2. customwas purified directly via HP-LC

Sources & evidence

ORD record
ord-7d9f35be51314b489daeb0024c510e0b
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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