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2-Methoxybenzaldehyde → 6-bromo-2-(2-methoxyphenyl)-N-(2,4,4-trimethylpentan-2-yl)imidazo[1,2-a]pyridin-3-amine

HRID 22799
Notes
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Reaction equation

HRID 22799 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[CH3:9][C:10]([N+:17]#[C-:18])([CH3:16])[CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13].[CH3:19][O:20][C:21]1[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=1[CH:23]=O>Cl(O)(=O)(=O)=O>[Br:8][C:5]1[CH:6]=[CH:7][C:2]2[N:3]([C:18]([NH:17][C:10]([CH3:16])([CH3:9])[CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[C:23]([C:22]3[CH:25]=[CH:26][CH:27]=[CH:28][C:21]=3[O:20][CH3:19])[N:1]=2)[CH:4]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 86582-MethoxybenzaldehydeHCID 267251,1,3,3-Tetramethylbutyl isocyanideHCID 706222-Amino-5-bromopyridine

Product 1

HCID 35321326-bromo-2-(2-methoxyphenyl)-N-(2,4,4-trimethylpentan-2-yl)imidazo[1,2-a]pyridin-3-amine

Reagents, catalysts & solvents 1

HCID 24247Perchloric AcidSolvent

Procedure

Compound (13) was prepared according to the general synthesis instructions from 1.0 ml of 2-amino-5-bromopyridine solution (0.1 M, DCM), 0.575 ml of 1,1,3,3-tetramethylbutyl isocyanide solution (0.2 M, DCM), 0.500 ml of 2-methoxybenzaldehyde solution (0.3 M, DCM), and 10 μl of perchloric acid (w=20%).

Sources & evidence

ORD record
ord-fd9e70201c864437b2080fdccf512e23
Source dataset
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06849642B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes