1,8-Diazabicyclo(5.4.0)undec-7-ene → (R)-2-Amino-4-furan-2-yl-6-(1-naphthalen-2-yl-ethylamino)-pyrimidine-5-carbonitrile

HRID 1356003Notes

Reaction equation

HRID 1356003 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.[CH:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20][C:19]=1[C@H:28]([NH2:30])[CH3:29].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:30][C@@H:28]([C:19]2[CH:20]=[CH:21][C:22]3[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:18]=2)[CH3:29])[N:3]=1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 1798835(1R)-1-(naphthalen-2-yl)ethan-1-amineHCID 185076922-Amino-4-(furan-2-YL)-6-(methylsulfinyl)pyrimidine-5-carbonitrile

Product 1

HCID 70004179(R)-2-Amino-4-furan-2-yl-6-(1-naphthalen-2-yl-ethylamino)-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

From 2-amino-4-furan-2-yl-6-methanesulfinyl-pyrimidine-5-carbonitrile, (R)-(−)-1-(2-naphthyl)ethylamine and DBU in DME. ES-MS m/e (%): 356 (M+H+, 100).

Sources & evidence

ORD record
ord-73c391be3a4d48afbe4af8e1cc45582b
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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