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

HRID 1356056Notes

Reaction equation

HRID 1356056 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](S(C)=O)[N:3]=1.Cl.[NH2:19][CH2:20][C:21]1[C:26]([Cl:27])=[CH:25][C:24]([C:28]([F:31])([F:30])[F:29])=[CH:23][N:22]=1.C1CCN2C(=NCCC2)CC1>COCCOC>[NH2:1][C:2]1[N:3]=[C:4]([NH:19][CH2:20][C:21]2[C:26]([Cl:27])=[CH:25][C:24]([C:28]([F:31])([F:30])[F:29])=[CH:23][N:22]=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 hydrochlorideHCID 185076922-Amino-4-(furan-2-YL)-6-(methylsulfinyl)pyrimidine-5-carbonitrile

Product 1

HCID 185072902-Amino-4-[(3-chloro-5-trifluoromethyl-pyridin-2-yl-methyl)-amino]-6-furan-2-yl-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

From 2-amino-4-furan-2-yl-6-methanesulfinyl-pyrimidine-5-carbonitrile, 2-aminomethyl-3-chloro-5-(trifluoromethyl) pyridine hydrochloride and DBU in DME. ES-MS m/e (%): 397 (M{37Cl}+H+, 30), 395 (M{35Cl}+H+, 100).

Sources & evidence

ORD record
ord-7ca0dd47f06d4fe88efcfe2b64009e8b
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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