Acetone → 5-(1-Isopropyl-piperidin-4-yloxy)-1-pyrimidin-5-yl-1H-indole-2-carboxylic acid ethyl ester

HRID 19896Notes

Reaction equation

HRID 19896 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]([C:22]2[CH:23]=[N:24][CH:25]=[N:26][CH:27]=2)[C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([O:15][CH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)=[CH:10][CH:9]=2)=[O:5])[CH3:2].[CH3:28][C:29]([CH3:31])=O>>[CH2:1]([O:3][C:4]([C:6]1[N:7]([C:22]2[CH:23]=[N:24][CH:25]=[N:26][CH:27]=2)[C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([O:15][CH:16]1[CH2:21][CH2:20][N:19]([CH:29]([CH3:31])[CH3:28])[CH2:18][CH2:17]1)=[CH:10][CH:9]=2)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 180AcetoneHCID 670179215-(Piperidin-4-yloxy)-1-pyrimidin-5-yl-1H-indole-2-carboxylic acid ethyl ester

Product 1

HCID 670179325-(1-Isopropyl-piperidin-4-yloxy)-1-pyrimidin-5-yl-1H-indole-2-carboxylic acid ethyl ester

Procedure

In analogy to the procedure described for the synthesis of example 43, step 7, the title compound was synthesized from 5-(piperidin-4-yloxy)-1-pyrimidin-5-yl-1H-indole-2-carboxylic acid ethyl ester (example 44, step 2) and acetone. The title compound was obtained in 46% yield as light brown foam. MS (m/e): 409.4 (MH+, 100%).

Workup

  1. customIn analogy to the procedure described for the synthesis of example 43, step 7

Sources & evidence

ORD record
ord-9ab8f2ed9a334ef08b2dbee1a70d4e20
Source dataset
uspto-grants-2010_06
Patent number
US07745479B2

Reaction notes

Loading…