Potassium Carbonate → HCID 86640054, compound

HRID 2427262Notes

Reaction equation

HRID 2427262 reaction equation
C(O[C:6](=[O:22])[NH:7][C@H:8]1[CH2:21][C:11]2[NH:12][C:13]3[CH:14]=[CH:15][C:16]([CH:19]=O)=[CH:17][C:18]=3[C:10]=2[CH2:9]1)(C)(C)C.C(=O)([O-])[O-].[K+].[K+].Cl.[CH3:30][O:31][NH2:32]>C(O)C>[CH3:30][O:31][N:32]=[CH:19][C:16]1[CH:15]=[CH:14][C:13]2[NH:12][C:11]3[CH2:21][C@H:8]([NH:7][C:6](=[O:22])[C:10]([CH3:18])([CH3:11])[CH3:9])[CH2:9][C:10]=3[C:18]=2[CH:17]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 521874O-Methylhydroxylamine hydrochlorideHCID 86640053HCID 86640053, compound

Product 1

HCID 86640054HCID 86640054, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a 100 mL round-bottom flask add [(R)-7-formyl-1,2,3,4-tetrahydro-cyclopenta[b]indol-2-yl]-carbamic acid tert-butyl ester (1.00 g; 3.33 mmol), ethanol (10 ml), potassium carbonate (552 mg, 4 mmol), and O-methylhydroxylamine hydrochloride (334 mg; 4.0 mmol). Stir the mixture at room temperature for 1 h. Remove the solvent in vacuo and add water (15 mL). Stir the mixture 30 min and filter to give 790 mg (72%). MS (m/z): 330 (M+1).

Workup

  1. customRemove the solvent in vacuo
  2. additionadd water (15 mL)
  3. stirringStir the mixture 30 min
  4. filtrationfilter
  5. customto give 790 mg (72%)

Sources & evidence

ORD record
ord-a699e3338e514fa09f639cb4263f18f2
Source dataset
uspto-grants-2011_06
Patent number
US07968587B2

Reaction notes

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