HCID 178455252, compound → HCID 178519961, compound

HRID 2169404Notes

Reaction equation

HRID 2169404 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.[CH2:39]([N:46]([CH2:80][CH2:81][O:82][Si](C(C)(C)C)(C)C)[C:47]([C:49]1[C:54]([O:55][CH2:56][C:57]2[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=2)=[C:53]([OH:63])[N:52]=[C:51]([CH2:64][C:65]2([C:70]3[C:79]4[C:74](=[CH:75][CH:76]=[CH:77][CH:78]=4)[CH:73]=[CH:72][CH:71]=3)[CH2:69][CH2:68][CH2:67][CH2:66]2)[N:50]=1)=[O:48])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1>>[CH2:39]([N:46]([CH2:80][CH2:81][OH:82])[C:47]([C:49]1[C:54]([O:55][CH2:56][C:57]2[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=2)=[C:53]([OH:63])[N:52]=[C:51]([CH2:64][C:65]2([C:70]3[C:79]4[C:74](=[CH:75][CH:76]=[CH:77][CH:78]=4)[CH:73]=[CH:72][CH:71]=3)[CH2:66][CH2:67][CH2:68][CH2:69]2)[N:50]=1)=[O:48])[C:40]1[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1

Participants

3

Reactant 2

HCID 178455252HCID 178455252, compoundHCID 178484637HCID 178484637, compound

Product 1

HCID 178519961HCID 178519961, compound

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 benzyl-[2-(tert-butyl-dimethylsilanyloxy)-ethyl]-amide (370) (380 mg, 0.54 mmol). The yield was 190 mg, 60%, of a white solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-dd68ad57ade74067a63d522af828f95c
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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