1,8-Diazabicyclo(5.4.0)undec-7-ene → 6-Amino-4-[(3-chloro-5-trifluoromethyl-pyridin-2-yl-methyl)-amino]-2-furan-2-yl-nicotinonitrile

HRID 1356077

Reaction equation

HRID 1356077 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][CH:10]=[CH:11][CH:12]=2)[C:5]([C:13]#[N:14])=[C:4](OS(C(F)(F)F)(=O)=O)[CH:3]=1.Cl.[NH2:24][CH2:25][C:26]1[C:31]([Cl:32])=[CH:30][C:29]([C:33]([F:36])([F:35])[F:34])=[CH:28][N:27]=1.C1CCN2C(=NCCC2)CC1>COCCOC>[NH2:1][C:2]1[CH:3]=[C:4]([NH:24][CH2:25][C:26]2[C:31]([Cl:32])=[CH:30][C:29]([C:33]([F:36])([F:35])[F:34])=[CH:28][N:27]=2)[C:5]([C:13]#[N:14])=[C:6]([C:8]2[O:9][CH:10]=[CH:11][CH:12]=2)[N:7]=1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 114997441-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]methanamine--hydrogen chloride (1/1)HCID 86583754Trifluoromethanesulfonic acid 6-amino-3-cyano-2-furan-2-yl-pyridin-4-yl ester

Product 1

HCID 185072386-Amino-4-[(3-chloro-5-trifluoromethyl-pyridin-2-yl-methyl)-amino]-2-furan-2-yl-nicotinonitrile

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

From trifluoromethanesulfonic acid 6-amino-3-cyano-2-furan-2-yl-pyridin-4-yl ester, 2-aminomethyl-3-chloro-5-(trifluoromethyl)pyridine hydrochloride and DBU in DME. ES-MS m/e (%): 396 (M{37Cl}+H+, 40), 394 (M{35C}+H+, 100).

Sources & evidence

ORD record
ord-ea62995acad04f12a478a3b07e7dd2d3
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Linked notes

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