HCID 59384397, compound → HCID 59384347, compound

HRID 2357087Notes

Reaction equation

HRID 2357087 reaction equation
CC1(C)[N:6](C(OC(C)(C)C)=O)[C@@:5]([CH3:45])([C:14]2[S:15][C:16]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]4[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][CH:32]=4)=[C:21]([C:41]([F:44])([F:43])[F:42])[CH:20]=3)=[CH:17][N:18]=2)[CH2:4][O:3]1>C(#N)C.O>[NH2:6][C@@:5]([C:14]1[S:15][C:16]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]3[CH:32]=[CH:33][C:34]([C:37]([F:38])([F:39])[F:40])=[CH:35][CH:36]=3)=[C:21]([C:41]([F:44])([F:43])[F:42])[CH:20]=2)=[CH:17][N:18]=1)([CH3:45])[CH2:4][OH:3]

Participants

3

Reactant 1

HCID 59384397HCID 59384397, compound

Product 1

HCID 59384347HCID 59384347, compound

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

The title compound was prepared from (R)-tert-butyl 2,2,4-trimethyl-4-(5-(3-(trifluoromethyl)-4-(5-(4-(trifluoromethyl)phenyl)pentyloxy)phenyl)thiazol-2-yl)oxazolidine-3-carboxylate. HPLC retention time on a C18 column (30×4.6 mm, 3.5μ) was 2.50 min with gradient 10-95% acetonitrile-H2O (0.1% TFA) in 3.5 min as mobile phase. MS (ESI, M+H+)=533.4; 1H NMR (400 MHz, CDCl3) δ 7.77 (s, 1H), 7.66 (d, 1H, J=2.0 Hz), 7.56 (dd, 1H, J=9.0 Hz, J=2.4 Hz), 7.52 (d, 2H, J=8.0 Hz), 7.28 (d, 2H, J=8.0 Hz), 6.97 (d, 1H, J=8.8 Hz), 4.07-4.03 (m, 4H), 2.70 (t, 2H, J=7.8 Hz), 1.89-1.82 (m, 5H), 1.74-1.67 (m, 2H), 1.57-1.50 (m, 2H).

Sources & evidence

ORD record
ord-9f8972b97daa4b4691f6cfbc00425ea5
Source dataset
uspto-grants-2010_07
Patent number
US07759370B2

Reaction notes

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