1,8-Diazabicyclo(5.4.0)undec-7-ene → (RS)-2-Amino-4-furan-2-yl-6-[(1-methyl-1,2,3,4-tetrahydro-quinolin-2-ylmethyl)-amino]-pyrimidine-5-carbonitrile

HRID 1355967Notes

Reaction equation

HRID 1355967 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][CH:21]1[CH2:30][CH2:29][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[N:22]1[CH3:31].C1CCN2C(=NCCC2)CC1>COCCOC>[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]([NH:19][CH2:20][CH:21]2[CH2:30][CH2:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]2[CH3:31])[N:3]=1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 185073712-(Aminomethyl)-1,2,3,4-tetrahydro-1-methyl-quinoline hydrochlorideHCID 185076922-Amino-4-(furan-2-YL)-6-(methylsulfinyl)pyrimidine-5-carbonitrile

Product 1

HCID 18507440(RS)-2-Amino-4-furan-2-yl-6-[(1-methyl-1,2,3,4-tetrahydro-quinolin-2-ylmethyl)-amino]-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)-1,2,3,4-tetrahydro-1-methyl-quinoline hydrochloride and DBU in DME. ES-MS m/e (%): 361 (M+H+, 100).

Sources & evidence

ORD record
ord-1466f695559e4fad8d3db525b44da14b
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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