2-Aminopyrimidine → Acetic acid 2-methoxy-4-[3-(1,1,3,3-tetramethyl-butylamino)-imidazo[1,2-a]pyrimidin-2-yl]-phenyl ester

HRID 989002Notes

Reaction equation

HRID 989002 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:8][C:9]([N+:16]#[C-:17])([CH3:15])[CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12].[CH:18]([C:20]1[CH:25]=[CH:24][C:23]([O:26][C:27](=[O:29])[CH3:28])=[C:22]([O:30][CH3:31])[CH:21]=1)=O>Cl(O)(=O)(=O)=O>[CH3:31][O:30][C:22]1[CH:21]=[C:20]([C:18]2[N:1]=[C:2]3[N:7]=[CH:6][CH:5]=[CH:4][N:3]3[C:17]=2[NH:16][C:9]([CH3:15])([CH3:8])[CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH:25]=[CH:24][C:23]=1[O:26][C:27](=[O:29])[CH3:28]

Participants

5

Reactant 3

HCID 79782-AminopyrimidineHCID 267251,1,3,3-Tetramethylbutyl isocyanideHCID 61229Vanillin acetate

Product 1

HCID 69850324Acetic acid 2-methoxy-4-[3-(1,1,3,3-tetramethyl-butylamino)-imidazo[1,2-a]pyrimidin-2-yl]-phenyl ester

Reagents, catalysts & solvents 1

HCID 24247Perchloric AcidSolvent

Procedure

Compound (28) was prepared in accordance with general instructions 1 from 1.0 ml 2-aminopyrimidine solution (0.1 M, MC), 0.575 ml 1,1,3,3-tetramethylbutyl isocyanide solution (0.2 M, MC), 0.500 ml acetic acid 4-formyl-2-methoxy-phenyl ester solution (0.3 M, MC), and 10 μl perchloric acid (w=20%). Calculated mass 410.5; found mass 411.3 (ESI-MS)

Sources & evidence

ORD record
ord-f8b328bd48054e58b14fdad345825e69
Source dataset
uspto-grants-2003_10
Patent number
US06638933B2

Reaction notes

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