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

HRID 1356126Notes

Reaction equation

HRID 1356126 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](OS(C(F)(F)F)(=O)=O)[C:5]([C:16]#[N:17])=[C:4]([C:18]2[O:19][CH2:20][CH2:21][CH:22]=2)[N:3]=1.Cl.Cl.[CH3:25][C:26]1[CH:31]=[CH:30][N:29]=[C:28]([CH2:32][NH2:33])[CH:27]=1.C1CCN2C(=NCCC2)CC1>COCCOC>[NH2:1][C:2]1[N:3]=[C:4]([C:18]2[O:19][CH2:20][CH2:21][CH:22]=2)[C:5]([C:16]#[N:17])=[C:6]([NH:33][CH2:32][C:28]2[CH:27]=[C:26]([CH3:25])[CH:31]=[CH:30][N:29]=2)[N:7]=1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 18507472(4-Methylpyridin-2-yl)methanamine dihydrochlorideHCID 86583757Trifluoromethanesulfonic acid 2-amino-5-cyano-6-(4,5-dihydro-furan-2-yl)-pyrimidin-4-yl ester

Product 1

HCID 185072762-Amino-4-(4,5-dihydro-furan-2-yl)-6-[(4-methyl-pyridin-2-ylmethyl)-amino]-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

From trifluoromethanesulfonic acid 2-amino-5-cyano-6-(4,5-dihydro-furan-2-yl)-pyrimidin-4-yl ester, C-(4-methyl-pyridin-2-yl)-methylamine dihydrochioride and DBU in DME. ES-MS m/e (%): 309 (M+H+, 100).

Sources & evidence

ORD record
ord-b94ce690676c4085979a9bf980a4b3f0
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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