HCID 178455269, compound → N-cyclopropyl-N-(2-hydroxyethyl)-2-[(1-naphthalen-1-ylcyclopentyl)methyl]-4-oxo-5-phenylmethoxy-1H-pyrimidine-6-carboxamide

HRID 2169389Notes

Reaction equation

HRID 2169389 reaction equation
OCCN(C)C(C1C(OCC2C=CC=CC=2)=C(O)N=C(CC2(C3C4C(=CC=CC=4)C=CC=3)CCCC2)N=1)=O.[Si]([O:46][CH2:47][CH2:48][N:49]([CH:83]1[CH2:85][CH2:84]1)[C:50]([C:52]1[C:57]([O:58][CH2:59][C:60]2[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=2)=[C:56]([OH:66])[N:55]=[C:54]([CH2:67][C:68]2([C:73]3[C:82]4[C:77](=[CH:78][CH:79]=[CH:80][CH:81]=4)[CH:76]=[CH:75][CH:74]=3)[CH2:72][CH2:71][CH2:70][CH2:69]2)[N:53]=1)=[O:51])(C(C)(C)C)(C)C>>[CH:83]1([N:49]([CH2:48][CH2:47][OH:46])[C:50]([C:52]2[C:57]([O:58][CH2:59][C:60]3[CH:61]=[CH:62][CH:63]=[CH:64][CH:65]=3)=[C:56]([OH:66])[N:55]=[C:54]([CH2:67][C:68]3([C:73]4[C:82]5[C:77](=[CH:78][CH:79]=[CH:80][CH:81]=5)[CH:76]=[CH:75][CH:74]=4)[CH2:72][CH2:71][CH2:70][CH2:69]3)[N:53]=2)=[O:51])[CH2:84][CH2:85]1

Participants

3

Reactant 2

HCID 178455269HCID 178455269, compoundHCID 178484637HCID 178484637, compound

Product 1

HCID 178519957N-cyclopropyl-N-(2-hydroxyethyl)-2-[(1-naphthalen-1-ylcyclopentyl)methyl]-4-oxo-5-phenylmethoxy-1H-pyrimidine-6-carboxamide

Procedure

This compound was prepared following the same method as described for 5-benzyloxy-6-hydroxy-2-(1-naphthalen-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid (2-hydroxyethyl)-methyl-amide (351) from 5-benzyloxy-6-hydroxy-2-(1-naphthalen-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-cyclopropyl-amide (354) (270 mg, 0.41 mmol). The yield was 150 mg, 67% (white solid)

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-722bebf4157f428db32ddee422e17eea
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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