HCID 178455248, compound → HCID 178519967, compound

HRID 2169342Notes

Reaction equation

HRID 2169342 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][CH:78]1[CH2:80][CH2:79]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.C(OC1C(C(O)=O)=NC(CC2(C3C=CC=CC=3)CCCC2)=NC=1O)C1C=CC=CC=1>>[CH:78]1([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:59]=[CH:60][CH:61]=[CH:62][CH:63]=3)=[C:54]([OH:64])[N:53]=[C:52]([CH2:65][C:66]3([C:71]4[CH:72]=[CH:73][CH:74]=[CH:75][CH:76]=4)[CH2:70][CH2:69][CH2:68][CH2:67]3)[N:51]=2)=[O:49])[CH2:80][CH2:79]1

Participants

3

Reactant 2

HCID 178455248HCID 178455248, compoundHCID 178519962HCID 178519962, compound

Product 1

HCID 178519967HCID 178519967, compoundYield 96.93%

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]-cyclopropylmethyl-amide (304) (380 mg, 0.62 mmol). The product was obtained as a light yellow sticky solid (300 mg, 96.93%).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-78c458b341ae436a969bf81186e01fc1
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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