HCID 178457487, compound → HCID 178457453, compound

HRID 2169441Notes

Reaction equation

HRID 2169441 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]([CH:81]([CH3:83])[CH3:82])[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>>[OH:45][CH2:46][CH2:47][N:48]([CH:81]([CH3:83])[CH3:82])[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]

Participants

3

Reactant 2

HCID 178457487HCID 178457487, compoundHCID 178484643HCID 178484643, compound

Product 1

HCID 178457453HCID 178457453, compound

Procedure

5-Benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid (2-hydroxyethyl)-isopropylamide (410) 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]isopropylamide (409) (220 mg, 0.34 mmol) and was obtained as an off-white sticky solid (110 mg, 61%).

Sources & evidence

ORD record
ord-e4fe35cb2c6e49db82c0fc052631e9a4
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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