HCID 86612423, compound → HCID 86612424, compound

HRID 2355242Notes

Reaction equation

HRID 2355242 reaction equation
C(OC([NH:8][C:9]([CH3:24])([CH3:23])[CH2:10][CH2:11][N:12]1[C:20]2[C:15](=[CH:16][C:17]([CH:21]=[O:22])=[CH:18][CH:19]=2)[CH:14]=[CH:13]1)=O)(C)(C)C>O>[NH2:8][C:9]([CH3:24])([CH3:23])[CH2:10][CH2:11][N:12]1[C:20]2[C:15](=[CH:16][C:17]([CH:21]=[O:22])=[CH:18][CH:19]=2)[CH:14]=[CH:13]1

Participants

3

Reactant 1

HCID 86612423HCID 86612423, compound

Product 1

HCID 86612424HCID 86612424, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A suspension of 1-(3-tert-butoxycarbonylamino-3-methyl-butyl)-1H-indole-5-carbaldehyde (3.5 g; 10.6 mmol) in 18 ml of water is heated for 19 hours at 150° C. in the microwave. Then the reaction mixture is extracted with DCM, dried on magnesium sulphate and freed from the solvent in vacuo. The residue is chromatographed on silica gel (DCM/methanol=1:1).

Workup

  1. extractionThen the reaction mixture is extracted with DCM
  2. customdried on magnesium sulphate
  3. customThe residue is chromatographed on silica gel (DCM/methanol=1:1)

Sources & evidence

ORD record
ord-117d31abe95149f6aa01f036f0ac39bf
Source dataset
uspto-grants-2010_07
Patent number
US07754756B2

Reaction notes

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