8-Bromooctanoic acid → 8-Bromo-N-[[1,6-diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]octanamide

HRID 385266Notes

Reaction equation

HRID 385266 reaction equation
[CH2:1]([N:3]1[C:7]2=[N:8][C:9]([CH2:33][CH3:34])=[C:10]([CH2:19][NH:20][C:21](=[O:32])[C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][C:29](=O)C)C=3)[C:11]([NH:12][CH:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)=[C:6]2[CH:5]=[N:4]1)[CH3:2].[Br:35]CCCCCCCC(O)=O>>[Br:35][CH2:29][CH2:28][CH2:24][CH2:25][CH2:26][CH2:27][CH2:22][C:21]([NH:20][CH2:19][C:10]1[C:11]([NH:12][CH:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[C:6]2[CH:5]=[N:4][N:3]([CH2:1][CH3:2])[C:7]2=[N:8][C:9]=1[CH2:33][CH3:34])=[O:32]

Participants

3

Reactant 2

HCID 5482758-Bromooctanoic acidHCID 58505292N-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-3-(2-oxopropyl)benzamide

Product 1

HCID 580173008-Bromo-N-[[1,6-diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]octanamide

Procedure

The title compound was synthesized in a manner analogous to that described for Intermediate 29, using 8-bromo-octanoic acid in place of 3-(2-oxopropyl)benzoic acid. ES/MS calcd. for C24H39BrN5O2+ 508.2. found m/z=508.2 (M+H)+.

Sources & evidence

ORD record
ord-99bec70ede26420181eec8ffd1bf45f7
Source dataset
uspto-grants-2013_02
Patent number
US08367829B2

Reaction notes

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