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1,8-Diazabicyclo(5.4.0)undec-7-ene → 2-Amino-4-(4-bromo-furan-2-yl)-6-[(5-methyl-pyridin-2-yl-methyl)-amino]-pyrimidine-5-carbonitrile

HRID 1356201
Notes
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Reaction equation

HRID 1356201 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][CH:10]=[C:11]([Br:13])[CH:12]=2)[C:5]([C:14]#[N:15])=[C:4](S(C)=O)[N:3]=1.Cl.Cl.[CH3:21][C:22]1[CH:23]=[CH:24][C:25]([CH2:28][NH2:29])=[N:26][CH:27]=1.C1CCN2C(=NCCC2)CC1>COCCOC>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][CH:10]=[C:11]([Br:13])[CH:12]=2)[C:5]([C:14]#[N:15])=[C:4]([NH:29][CH2:28][C:25]2[CH:24]=[CH:23][C:22]([CH3:21])=[CH:27][N:26]=2)[N:3]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 18507448(5-Methylpyridin-2-yl)methanamine dihydrochlorideHCID 185074982-Amino-4-(4-bromo-furan-2-yl)-6-methanesulfinyl-pyrimidine-5-carbonitrile

Product 1

HCID 185075582-Amino-4-(4-bromo-furan-2-yl)-6-[(5-methyl-pyridin-2-yl-methyl)-amino]-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 8071
1,2-Dimethoxyethane
Solvent

Procedure

From 2-amino-4-(4-bromo-furan-2-yl)-6-methanesulfinyl-pyrimidine-5-carbonitrile, C-(5-methyl-pyridin-2-yl)-methylamine dihydrochloride and DBU in DME. 387 (M{81Br}+H+, 100), 385 (M{79Br}+H+, 95).

Sources & evidence

ORD record
ord-64cb90436801404e972d83317cebb378
Source dataset
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06586441B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes