HCID 57546076, compound → 2-(5-Chloro-1h-indazol-7-yl)-2-((4-(4-fluorophenyl)-1-methylpiperidin-4-yl)methoxy)acetic acid trifluoroacetic acid salt

HRID 914035Notes

Reaction equation

HRID 914035 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:10]=[C:11]2[C:15](=[C:16]([CH:18]([O:23][CH2:24][C:25]3([C:32]4[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=4)[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]3)[C:19]([O:21]C)=[O:20])[CH:17]=1)[NH:14][N:13]=[CH:12]2.C(OC(N1CCC(COC(C2C=C(Cl)C=C3C=2NN=C3)C(O)=O)(C2C=CC(F)=CC=2)CC1)=O)(C)(C)C>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:10]=[C:11]2[C:15](=[C:16]([CH:18]([O:23][CH2:24][C:25]3([C:32]4[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=4)[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]3)[C:19]([OH:21])=[O:20])[CH:17]=1)[NH:14][N:13]=[CH:12]2

Participants

3

Reactant 2

HCID 57546076HCID 57546076, compoundHCID 67403905HCID 67403905, compound

Product 1

HCID 251610912-(5-Chloro-1h-indazol-7-yl)-2-((4-(4-fluorophenyl)-1-methylpiperidin-4-yl)methoxy)acetic acid trifluoroacetic acid salt

Procedure

Prepared according to the procedure used to prepare methyl 2-(5-chloro-1H-indazol-7-yl)-2-((4-(4-fluorophenyl)-1-methylpiperidin-4-yl)methoxy)acetate trifluoroacetic acid salt using 2-((1-(tert-butoxycarbonyl)-4-(4-fluorophenyl)piperidin-4-yl)methoxy)-2-(5-chloro-1H-indazol-7-yl)acetic acid as the starting material. 1H-NMR (CD3OD, 500 MHz) δ 8.06 (m, 1H), 7.78 (m, 1H), 7.35-7.53)m, 2H), 7.27 (d, J=1.5 Hz, 0.8H), 7.20 (d, J=1.5 Hz, 0.2H), 7.14 (m, 1.5H), 7.04 (m, 0.5H), 5.20 (s, 1H), 4.05 (d, J=9.5 Hz, 0.2H), 3.66 (d, J=9.2 Hz, 1H), 3.35-3.55 (m, 5H), 2.60-2.97 (m, 8H), 2.00-2.40 (m, 2.6H). Mass spec.: 432.21 (MH)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-65661cde8c124df88a50266a8fcc14c7
Source dataset
uspto-grants-2011_09
Patent number
US08026257B2

Reaction notes

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