HCID 178455284, compound → HCID 178519979, compound

HRID 2169453Notes

Reaction equation

HRID 2169453 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][O: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>>[OH:47][CH2:48][CH2:49][N:50]([CH:83]1[CH2:86][O:85][CH2:84]1)[C:51]([C:53]1[C:58]([O:59][CH2:60][C:61]2[CH:62]=[CH:63][CH:64]=[CH:65][CH:66]=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]

Participants

3

Reactant 2

HCID 178455284HCID 178455284, compoundHCID 178519977HCID 178519977, compound

Product 1

HCID 178519979HCID 178519979, compound

Procedure

5-Benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid (2-hydroxyethyl)-oxetan-3-yl-amide (422) 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]-oxetan-3-yl-amide (421) (180 mg, 0.27 mmol) and was obtained as light brown sticky solid (220 mg, crude).

Workup

  1. customwas obtained as light brown sticky solid (220 mg, crude)

Sources & evidence

ORD record
ord-dc7dc6cd128d4511a1ba172d75eb23b5
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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