HCID 178455251, compound → HCID 178519980, compound

HRID 2169445Notes

Reaction equation

HRID 2169445 reaction equation
OCCN(C)C(C1C(OCC2C=CC=CC=2)=C(O)N=C(CC2(N3C4=NC=CC=C4C=C3)CCCC2)N=1)=O.[Si]([O:45][CH2:46][CH2:47][N:48]([CH2:81][CH:82]1[CH2:84][CH2:83]1)[C:49]([C:51]1[C:56]([O:57][CH2:58][C:59]2[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=2)=[C:55]([OH:65])[N:54]=[C:53]([CH2:66][C:67]2([N:72]3[C:76]4=[N:77][CH:78]=[CH:79][CH:80]=[C:75]4[CH:74]=[CH:73]3)[CH2:71][CH2:70][CH2:69][CH2:68]2)[N:52]=1)=[O:50])(C(C)(C)C)(C)C>>[CH:82]1([CH2:81][N:48]([CH2:47][CH2:46][OH:45])[C:49]([C:51]2[C:56]([O:57][CH2:58][C:59]3[CH:60]=[CH:61][CH:62]=[CH:63][CH:64]=3)=[C:55]([OH:65])[N:54]=[C:53]([CH2:66][C:67]3([N:72]4[C:76]5=[N:77][CH:78]=[CH:79][CH:80]=[C:75]5[CH:74]=[CH:73]4)[CH2:68][CH2:69][CH2:70][CH2:71]3)[N:52]=2)=[O:50])[CH2:84][CH2:83]1

Participants

3

Reactant 2

HCID 178455251HCID 178455251, compoundHCID 178484643HCID 178484643, compound

Product 1

HCID 178519980HCID 178519980, compound

Procedure

5-Benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid cyclopropylmethyl-(2-hydroxyethyl)-amide (414) 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 (2-hydroxyethyl)-methyl-amide (406) from 5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-cyclopropylmethyl-amide (413) (170 mg, 0.26 mmol) and the product was obtained as white sticky solid (140 mg, crude).

Workup

  1. customthe product was obtained as white sticky solid (140 mg, crude)

Sources & evidence

ORD record
ord-0fa7ca02f4164890b79aaa1d16089e0a
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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