Cyclopentanecarboxylic acid → 1-[2-Oxo-2-(4-{5-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-pyridin-2-yl}-[1,4]diazepan-1-yl)-ethyl]-cyclopentanecarboxylic acid

HRID 1509873Notes

Reaction equation

HRID 1509873 reaction equation
CC(C)(CC(=O)N1CCCN(C2C=CC(NC(C3N=C(C4C=CC=CC=4)OC=3C(F)(F)F)=O)=CC=2)CC1)C(O)=O.C1(C(O)=O)CCCC1.Cl.[N:50]1([C:57]2[N:62]=[CH:61][C:60]([NH:63][C:64]([C:66]3[N:67]=[C:68]([C:75]4[CH:80]=[CH:79][CH:78]=[CH:77][CH:76]=4)[O:69][C:70]=3[C:71]([F:74])([F:73])[F:72])=[O:65])=[CH:59][CH:58]=2)[CH2:56][CH2:55][CH2:54][NH:53][CH2:52][CH2:51]1.[C:81]1(=[O:91])[C:85]2([CH2:89][CH2:88][CH2:87][CH2:86]2)[CH2:84][C:83](=[O:90])[O:82]1>>[O:90]=[C:83]([N:53]1[CH2:54][CH2:55][CH2:56][N:50]([C:57]2[CH:58]=[CH:59][C:60]([NH:63][C:64]([C:66]3[N:67]=[C:68]([C:75]4[CH:80]=[CH:79][CH:78]=[CH:77][CH:76]=4)[O:69][C:70]=3[C:71]([F:72])([F:74])[F:73])=[O:65])=[CH:61][N:62]=2)[CH2:51][CH2:52]1)[CH2:84][C:85]1([C:81]([OH:91])=[O:82])[CH2:89][CH2:88][CH2:87][CH2:86]1

Participants

5

Reactant 4

HCID 18840Cyclopentanecarboxylic acidHCID 27371022-oxaspiro[4.4]nonane-1,3-dioneHCID 446228282,2-Dimethyl-4-oxo-4-(4-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-[1,4]diazepan-1-yl)-butyric acidHCID 866388662-Phenyl-5-trifluoromethyl-oxazole-4-carboxylic acid (6-[1,4]diazepan-1-yl-pyridin-3-yl)-amide hydrochloride

Product 1

HCID 591856891-[2-Oxo-2-(4-{5-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-pyridin-2-yl}-[1,4]diazepan-1-yl)-ethyl]-cyclopentanecarboxylic acid

Procedure

With a method similar to that used for the preparation of 2,2-dimethyl-4-oxo-4-(4-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-[1,4]diazepan-1-yl)-butyric acid, 1-[2-Oxo-2-(4-{5-(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-pyridin-2-yl}-[1,4]diazepan-1-yl)-ethyl]-cyclopentanecarboxylic acid was prepared from 2-phenyl-5-trifluoromethyl-oxazole-4-carboxylic acid (6-[1,4]diazepan-1-yl-pyridin-3-yl)-amide hydrochloride and 2-oxa-spiro[4.4]nonane-1,3-dione. LCMS for C29H30F3N5O5 calcd. (m/e) 585, observed 586 (M+H).

Sources & evidence

ORD record
ord-a6d941ade122482c8ac4d7d483fe334e
Source dataset
uspto-grants-2012_07
Patent number
US08211884B2

Reaction notes

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