Indole-2-carboxylic acid → HCID 46205624, compound

HRID 1914123Notes

Reaction equation

HRID 1914123 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12]2[C:13]([CH3:25])([CH3:24])[C:14](=[O:23])[N:15]([CH:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11].[NH:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:28]=[C:27]1[C:35](O)=[O:36]>CN(C=O)C>[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12]2[C:13]([CH3:25])([CH3:24])[C:14](=[O:23])[N:15]([CH:17]3[CH2:22][CH2:21][N:20]([C:35]([C:27]4[NH:26][C:34]5[C:29]([CH:28]=4)=[CH:30][CH:31]=[CH:32][CH:33]=5)=[O:36])[CH2:19][CH2:18]3)[N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

Participants

4

Reactant 2

HCID 72899Indole-2-carboxylic acidHCID 666164065-(3,4-dimethoxyphenyl)-4,4-dimethyl-2-piperidin-4-yl-2,4-dihydro-3H-pyrazol-3-one hydrochloride2×

Product 1

HCID 46205624HCID 46205624, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound is prepared analogously as described for GP2-WU1 using 5-(3,4-dimethoxyphenyl)-4,4-dimethyl-2-(piperidin-4-yl)-2,4-dihydro-3H-pyrazol-3-one (compound B1) and 1H-indole-2-carboxylic acid as starting compounds. The crude product is treated with DMF, the solids are removed by filtration, and the solvent is removed under reduces pressure. The resulting solid is purified by crystallization from DCM and diethyl ether to yield the title compound.

Workup

  1. customThe title compound is prepared analogously
  2. customthe solids are removed by filtration
  3. customthe solvent is removed
  4. customThe resulting solid is purified by crystallization from DCM and diethyl ether

Sources & evidence

ORD record
ord-c287fee6c5684481805c1ecb289dcf3d
Source dataset
uspto-grants-2013_12
Patent number
US08609848B2

Reaction notes

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