HCID 66631065, compound → HCID 66631159, compound

HRID 931789Notes

Reaction equation

C(OC[C@@H](OC(C)(C)C)C1C(C2C=CC(Cl)=CC=2)=C2C(=CC=1C)N=C(OS(C(F)(F)F)(=O)=O)C=C2)(=[O:6])C(C)(C)C.[Cl:41][C:42]1[CH:47]=[CH:46][C:45]([C:48]2[CH:57]=[CH:56][C:55]3[C:50](=[CH:51][C:52]([CH3:73])=[C:53]([C@H:65]([O:68][C:69]([CH3:72])([CH3:71])[CH3:70])[CH2:66][OH:67])[C:54]=3[C:58]3[CH:63]=[CH:62][C:61]([Cl:64])=[CH:60][CH:59]=3)[N:49]=2)=[CH:44][CH:43]=1.C(O[C@@H](C1C(C2C=CC(Cl)=CC=2)=C2C(=CC=1C)N=C(CC)C=C2)CO)(C)(C)C>>[Cl:41][C:42]1[CH:43]=[CH:44][C:45]([C:48]2[CH:57]=[CH:56][C:55]3[C:50](=[CH:51][C:52]([CH3:73])=[C:53]([C@H:65]([O:68][C:69]([CH3:70])([CH3:72])[CH3:71])[C:66]([OH:6])=[O:67])[C:54]=3[C:58]3[CH:63]=[CH:62][C:61]([Cl:64])=[CH:60][CH:59]=3)[N:49]=2)=[CH:46][CH:47]=1

Participants

Reactant 3

HCID 66631065HCID 66631065, compound

HCID 66631622HCID 66631622, compound

HCID 86691982(S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(trifluoromethylsulfonyloxy)quinolin-6-yl)ethyl pivalate2×

Product 1

HCID 66631159HCID 66631159, compound

Procedure

(S)-2-(2,5-Bis(4-chlorophenyl)-7-methylquinolin-6-yl)-2-tert-butoxyacetic acid was prepared following the procedure used to prepare compound (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-2-ethyl-7-methylquinolin-6-yl)acetic acid (compound of Example 26), except that (S)-2-(2,5-bis(4-chlorophenyl)-7-methylquinolin-6-yl)-2-tert-butoxyethanol was used instead (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-2-ethyl-7-methylquinolin-6-yl)ethanol. 1H-NMR 300 MHz, (CD3OD) δ 8.15-8.02 (m, 4H), 7.98 (d, 1H), 7.70-7.60 (m, 5H), 7.38 (d, 1H), 5.24 (s, 1H), 2.74 (s, 3H), 0.98 (s, 9H); LCMS-ESI+ (m/z): [M+H]+ calcd for C28H25Cl2NO3: 495.4. Found: 494.2, 496.2, 498.2.

Sources & evidence

ORD record: ord-b625897e30524e97a3306400ec6bb085
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09296758B2

Reaction notes

Loading…