HCID 178455255, compound → HCID 178519968, compound

HRID 2169352Notes

Reaction equation

HRID 2169352 reaction equation
C1(N(CCO)C(C2C(OCC3C=CC=CC=3)=C(O)N=C(CC3(C4C=CC=CC=4)CCCC3)N=2)=O)CC1.[Si]([O:44][CH2:45][CH2:46][N:47]([CH2:77][C:78]1[CH:83]=[CH:82][C:81]([F:84])=[CH:80][CH:79]=1)[C:48]([C:50]1[C:55]([O:56][CH2:57][C:58]2[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=2)=[C:54]([OH:64])[N:53]=[C:52]([CH2:65][C:66]2([C:71]3[CH:76]=[CH:75][CH:74]=[CH:73][CH:72]=3)[CH2:70][CH2:69][CH2:68][CH2:67]2)[N:51]=1)=[O:49])(C(C)(C)C)(C)C>>[F:84][C:81]1[CH:82]=[CH:83][C:78]([CH2:77][N:47]([CH2:46][CH2:45][OH:44])[C:48]([C:50]2[C:55]([O:56][CH2:57][C:58]3[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=3)=[C:54]([OH:64])[N:53]=[C:52]([CH2:65][C:66]3([C:71]4[CH:76]=[CH:75][CH:74]=[CH:73][CH:72]=4)[CH2:67][CH2:68][CH2:69][CH2:70]3)[N:51]=2)=[O:49])=[CH:79][CH:80]=1

Participants

3

Reactant 2

HCID 178455255HCID 178455255, compoundHCID 178519962HCID 178519962, compound

Product 1

HCID 178519968HCID 178519968, compoundYield 95.66%

Procedure

This compound was prepared following the same method as described for 5-benzyloxy-6-hydroxy-2-(1-phenyl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid cyclopropyl-(2-hydroxyethyl)-amide (285) from 5-benzyloxy-6-hydroxy-2-(1-phenyl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-(4-fluoro-benzyl)-amide (312) (146 mg, 0.22 mmol). The product was obtained as colourless sticky solid (116 mg, 95.66%).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-089518daddd64daeb5f942569b33c2ef
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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