HCID 178455283, compound → HCID 178519978, compound

HRID 2169457Notes

Reaction equation

HRID 2169457 reaction equation
C1(N(CCO)C(C2C(OCC3C=CC=CC=3)=C(O)N=C(CC3(N4C5=NC=CC=C5C=C4)CCCC3)N=2)=O)CC1.[Si]([O:47][CH2:48][CH2:49][N:50]([CH:83]1[CH2:86][CH2:85][CH2:84]1)[C:51]([C:53]1[C:58]([O:59][CH2:60][C:61]2[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=2)=[C:57]([OH:67])[N:56]=[C:55]([CH2:68][C:69]2([N:74]3[C:78]4=[N:79][CH:80]=[CH:81][CH:82]=[C:77]4[CH:76]=[CH:75]3)[CH2:73][CH2:72][CH2:71][CH2:70]2)[N:54]=1)=[O:52])(C(C)(C)C)(C)C>>[CH:83]1([N:50]([CH2:49][CH2:48][OH:47])[C:51]([C:53]2[C:58]([O:59][CH2:60][C:61]3[CH:62]=[CH:63][CH:64]=[CH:65][CH:66]=3)=[C:57]([OH:67])[N:56]=[C:55]([CH2:68][C:69]3([N:74]4[C:78]5=[N:79][CH:80]=[CH:81][CH:82]=[C:77]5[CH:76]=[CH:75]4)[CH2:73][CH2:72][CH2:71][CH2:70]3)[N:54]=2)=[O:52])[CH2:86][CH2:85][CH2:84]1

Participants

3

Reactant 2

HCID 178455283HCID 178455283, compoundHCID 178519977HCID 178519977, compound

Product 1

HCID 178519978HCID 178519978, compound

Procedure

5-Benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid cyclobutyl-(2-hydroxyethyl)-amide (426) was prepared following the same method as described for 5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid cyclopropyl-(2-hydroxyethyl)-amide (418) from 5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-cyclobutyl-amide (425) (200 mg, 0.30 mmol) and was obtained as white solid (100 mg, 59%).

Sources & evidence

ORD record
ord-d3e106d26b8544dc8df7d5571572a6b7
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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