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4-(Aminomethyl)benzonitrile → N-(imidazo[1,2-a]pyridin-6-ylmethyl)-2-((tetrahydrofuran-2-yl)methylamino)thiazole-5-carboxamide

HRID 715758
Notes
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Reaction equation

HRID 715758 reaction equation
[C:1]([C:3]1C=C[C:6](CN)=[CH:5][CH:4]=1)#[N:2].Br[C:12]1[S:13][C:14]([C:17]([NH:19][CH2:20][C:21]2[CH:22]=[CH:23][C:24]3[N:25]([CH:27]=[CH:28][N:29]=3)[CH:26]=2)=[O:18])=[CH:15][N:16]=1.BrC1SC(C(NC2C=CC3N(C=CN=3)C=2)=[O:37])=CN=1>>[N:29]1[CH:28]=[CH:27][N:25]2[CH:26]=[C:21]([CH2:20][NH:19][C:17]([C:14]3[S:13][C:12]([NH:2][CH2:1][CH:3]4[CH2:4][CH2:5][CH2:6][O:37]4)=[N:16][CH:15]=3)=[O:18])[CH:22]=[CH:23][C:24]=12
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 826084-(Aminomethyl)benzonitrileHCID 867019292-bromo-N-(imidazo[1,2-a]pyridin-6-yl)thiazole-5-carboxamideHCID 867019312-bromo-N-(imidazo[1,2-a]pyridin-6-ylmethyl)thiazole-5-carboxamide

Product 1

HCID 86701932N-(imidazo[1,2-a]pyridin-6-ylmethyl)-2-((tetrahydrofuran-2-yl)methylamino)thiazole-5-carboxamide

Procedure

The title compound was prepared as in Example 53B, substituting (tetrahydrofuran-2-yl)methanamine for 4-cyanobenzylamine and 2-bromo-N-(imidazo[1,2-a]pyridin-6-ylmethyl)thiazole-5-carboxamide for 2-bromo-N-(imidazo[1,2-a]pyridin-6-yl)thiazole-5-carboxamide.

Sources & evidence

ORD record
ord-7fb15273f3b14c9996761dfe6baef114
Source dataset
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09187472B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes