Benzylamine → HCID 18507615, compound

HRID 1355877Notes

Reaction equation

HRID 1355877 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](S(C)=O)[C:5]([C:11]#[N:12])=[C:4]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)[N:3]=1.[CH2:18]([NH2:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O1CCOCC1>[NH2:1][C:2]1[N:7]=[C:6]([NH:25][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:5]([C:11]#[N:12])=[C:4]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)[N:3]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 18507414HCID 18507414, compound

Product 1

HCID 18507615HCID 18507615, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

To a stirred suspension of 150 mg (0.57 mmol) 2-amino-4-methanesulfinyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile in 3 ml dioxane was added 0.16 ml (1.42 mmol) benzylamine and the mixture heated at 100° C. for 30 minutes. The reaction mixture was then concentrated in vacuo. Chromatography (ethyl acetate/hexane 1/3) followed by trituration in ether/hexane afforded 118 mg (68%) 2-amino-4-benzylamino-6-thiophen-2-yl-pyrimidine-5-carbonitrile as a light yellow crystalline solid. ES-MS m/e (%): 308 (M+H+, 100).

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo

Sources & evidence

ORD record
ord-55b688c67f214391a92ec537f1de8516
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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