[3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl]acetic acid → N-(1-(2-(4-chlorophenyl)oxazol-5-yl)-2-(3,5-difluorophenyl)ethyl)-2-(3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamide

HRID 1506645Notes

Reaction equation

HRID 1506645 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C@H:10]([NH:24][C:25](=[O:40])[CH2:26][N:27]2[C:35]3[CH2:34][CH2:33][CH2:32][CH2:31][C:30]=3[C:29]([C:36]([F:39])([F:38])[F:37])=[N:28]2)C2N(C3C=CC(OC)=CC=3)C=CN=2)[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.[Cl:42][C:43]1[CH:48]=[CH:47][C:46]([C:49]2[O:50][C:51](C(N)CC3C=C(F)C=C(F)C=3)=[CH:52][N:53]=2)=[CH:45][CH:44]=1.FC(F)(F)C1C2CCCCC=2N(CC(O)=O)N=1>>[Cl:42][C:43]1[CH:44]=[CH:45][C:46]([C:49]2[O:50][C:51]([CH:10]([NH:24][C:25](=[O:40])[CH2:26][N:27]3[C:35]4[CH2:34][CH2:33][CH2:32][CH2:31][C:30]=4[C:29]([C:36]([F:38])([F:39])[F:37])=[N:28]3)[CH2:9][C:4]3[CH:3]=[C:2]([F:1])[CH:7]=[C:6]([F:8])[CH:5]=3)=[CH:52][N:53]=2)=[CH:47][CH:48]=1

Participants

4

Reactant 3

HCID 788039[3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl]acetic acidHCID 902803201-(2-(4-Chlorophenyl)oxazol-5-yl)-2-(3,5-difluorophenyl)ethanamine hydrochlorideHCID 90281246N-[(1S)-2-(3,5-difluorophenyl)-1-[1-(4-methoxyphenyl)imidazol-2-yl]ethyl]-2-[3-(trifluoromethyl)-4,5,6,7-tetrahydroindazol-1-yl]acetamide

Product 1

HCID 90281347N-(1-(2-(4-chlorophenyl)oxazol-5-yl)-2-(3,5-difluorophenyl)ethyl)-2-(3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamide

Procedure

The title compound was prepared according to the method presented for the synthesis of compound 5F of Example 5 utilizing 19E and 2-(3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetic acid. 1H NMR (400 MHz, CDCl3) δ 7.93 (d, J=8.6 Hz, 2H), 7.45 (d, J=8.5 Hz, 2H), 7.35 (s, 1H), 6.90 (d, J=8.3 Hz, 1H), 6.69-6.52 (m, 3H), 5.24 (q, J=7.6 Hz, 1H), 4.69 (s, 2H), 3.09 (ddd, J=33.5, 13.7, 7.3 Hz, 2H), 2.54 (m, 2H), 2.42-2.37 (m, 2H), 1.81-1.70 (m, 4H). MS (m/z) 565.1 [M+H]+.

Sources & evidence

ORD record
ord-a036f329a78942eb99545fab559dd346
Source dataset
uspto-grants-2015_12
Patent number
US09220710B2

Reaction notes

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