L-Prolinol → HCID 135995037, compound

HRID 414959Notes

Reaction equation

HRID 414959 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][C:6]1[NH:7][C:8](=[O:16])[C:9]([C:14]#[N:15])=[C:10](SC)[N:11]=1.[NH:20]1[CH2:24][CH2:23][CH2:22][C@H:21]1[CH2:25][OH:26]>C(#N)C>[OH:26][CH2:25][C@@H:21]1[CH2:22][CH2:23][CH2:24][N:20]1[C:10]1[N:11]=[C:6]([CH2:5][C:4]2[CH:17]=[CH:18][CH:19]=[C:2]([CH3:1])[CH:3]=2)[NH:7][C:8](=[O:16])[C:9]=1[C:14]#[N:15]

Participants

4

Reactant 2

HCID 640091L-ProlinolHCID 58407948HCID 58407948, compound

Product 1

HCID 135995037HCID 135995037, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.1 g (0.37 mmol) of 2-(3-methylbenzyl)-4-(methylsulphanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile is heated with 0.11 g (1.1 mmol) of (S)-(+)-2-pyrrolidinemethanol in 3 ml of acetonitrile at 90° C. under argon for five days. After cooling to room temperature, the crude product is purified by preparative HPLC. 0.035 g (29% of theory) of the title compound is obtained as a colourless solid.

Workup

  1. customthe crude product is purified by preparative HPLC

Sources & evidence

ORD record
ord-a74ca523dc074f7089324fcd3641a6a2
Source dataset
uspto-grants-2012_01
Patent number
US08088769B2

Reaction notes

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