HCID 178445803, compound → HCID 178445802, compound

HRID 713944Notes

Reaction equation

HRID 713944 reaction equation
C([C@H]1CC[C@H](OC2C=C3C(=CC=2)N=C(CN2CC(C(O)=O)C2)C=C3C(F)(F)F)CC1)(C)(C)C.C[O:35][C:36]([CH:38]1[CH2:41][N:40]([CH2:42][C:43]2[CH:52]=[C:51]([CH:53]3[CH2:55][CH2:54]3)[C:50]3[C:45](=[CH:46][CH:47]=[C:48]([O:56][C@H:57]4[CH2:62][CH2:61][C@H:60]([C:63]([CH3:66])([CH3:65])[CH3:64])[CH2:59][CH2:58]4)[CH:49]=3)[N:44]=2)[CH2:39]1)=[O:37]>>[C:63]([C@H:60]1[CH2:59][CH2:58][C@H:57]([O:56][C:48]2[CH:49]=[C:50]3[C:45](=[CH:46][CH:47]=2)[N:44]=[C:43]([CH2:42][N:40]2[CH2:39][CH:38]([C:36]([OH:37])=[O:35])[CH2:41]2)[CH:52]=[C:51]3[CH:53]2[CH2:54][CH2:55]2)[CH2:62][CH2:61]1)([CH3:66])([CH3:64])[CH3:65]

Participants

3

Reactant 2

HCID 178445803HCID 178445803, compoundHCID 178498768HCID 178498768, compound

Product 1

HCID 178445802HCID 178445802, compound

Procedure

Synthesized as per 1-[6-(trans-4-tert-Butyl-cyclohexyloxy)-4-trifluoromethyl-quinolin-2-ylmethyl]-azetidine-3-carboxylic acid using 1-[6-(trans-4-tert-Butyl-cyclohexyloxy)-4-cyclopropyl-quinolin-2-ylmethyl]-azetidine-3-carboxylic acid methyl ester as starting material. ESI-MS(M+H+): 437.3; 1H NMR (400 MHz, METHANOL-d4) Shift 7.97 (d, J=9.04 Hz, 1H), 7.70 (d, J=2.76 Hz, 1H), 7.41 (dd, J=2.64, 9.16 Hz, 1H), 7.08 (s, 1H), 4.71 (s, 2H), 4.36-4.59 (m, 5H), 3.70-3.86 (m, 1H), 2.38-2.51 (m, 1H), 2.30 (d, J=10.54 Hz, 2H), 1.85-1.99 (m, 2H), 1.37-1.53 (m, 2H), 1.19-1.34 (m, 4H), 1.05-1.19 (m, 1H), 0.92 (s, 9H), 0.81-0.89 (m, 2H).

Sources & evidence

ORD record
ord-f17c0c57b33c4cc88e87d73b6b174300
Source dataset
uspto-grants-2015_11
Patent number
US09186367B2

Reaction notes

Loading…