3-Carboxybenzaldehyde → N-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-3-formylbenzamide

HRID 385263Notes

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](CC(=O)C)[CH:23]=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].[CH:35](C1C=C(C=CC=1)C(O)=O)=[O:36]>>[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]([CH:35]=[O:36])[CH:23]=3)[C:11]([NH:12][CH:13]3[CH2:14][CH2:15][O:16][CH2:17][CH2:18]3)=[C:6]2[CH:5]=[N:4]1)[CH3:2]

Participants

Reactant 2

HCID 120773-Carboxybenzaldehyde

HCID 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 58505281N-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-3-formylbenzamide

Procedure

The title compound was synthesized in a manner analogous to that described for Intermediate 29, using 3-formylbenzoic acid in place of 3-(2-oxopropyl)benzoic acid. ES/MS calcd. for C24H30N5O3+ 436.2. found m/z=436.2 (M+H)+.

Sources & evidence

ORD record: ord-51dcc0a18587471c9c87693da3304d1d
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367829B2

Reaction notes

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