HCID 57546179, compound → 2-(5-Chloro-1h-indazol-7-yl)-2-((4-(4-fluorophenyl)-1-methylpiperidin-4-yl)methoxy)-n,n-dimethylacetamide trifluoroacetic acid salt

HRID 914036Notes

Reaction equation

HRID 914036 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].ClC1C=C2C(=C(C(OCC3(C4C=CC(F)=CC=4)CCN(C)CC3)C(OC)=O)C=1)NN=C2.[Cl:39][C:40]1[CH:41]=[C:42]2[C:46](=[C:47]([CH:49]([O:55][CH2:56][C:57]3([C:70]4[CH:75]=[CH:74][C:73]([F:76])=[CH:72][CH:71]=4)[CH2:62][CH2:61][N:60]([C:63](OC(C)(C)C)=O)[CH2:59][CH2:58]3)[C:50]([N:52]([CH3:54])[CH3:53])=[O:51])[CH:48]=1)[NH:45][N:44]=[CH:43]2>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:39][C:40]1[CH:41]=[C:42]2[C:46](=[C:47]([CH:49]([O:55][CH2:56][C:57]3([C:70]4[CH:71]=[CH:72][C:73]([F:76])=[CH:74][CH:75]=4)[CH2:58][CH2:59][N:60]([CH3:63])[CH2:61][CH2:62]3)[C:50]([N:52]([CH3:53])[CH3:54])=[O:51])[CH:48]=1)[NH:45][N:44]=[CH:43]2

Participants

3

Reactant 2

HCID 57546179HCID 57546179, compoundHCID 67403905HCID 67403905, compound

Product 1

HCID 251610942-(5-Chloro-1h-indazol-7-yl)-2-((4-(4-fluorophenyl)-1-methylpiperidin-4-yl)methoxy)-n,n-dimethylacetamide 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 tert-butyl 4-((1-(5-chloro-1H-indazol-7-yl)-2-(dimethylamino)-2-oxoethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate as the starting material. 1H-NMR (CD3OD, 500 MHz) δ 8.53 (m, 0.1H), 8.07 (m, 0.8H), 7.98 (m, 0.1H), 7.81 (m, 0.8H), 7.45 (m, 1.7H), 7.36 (m, 0.5H), 7.29 (m, 0.9H), 7.14 (dd, J=8.9, 8.5 Hz, 1.6H), 7.03 (dd, J=8.9, 8.9 Hz, 0.5H), 5.52 (s, 1H), 3.91 (d, J=9.2 Hz, 0.2H), 3.35-3.66 (m, 4H), 2.50-3.00 (m, 14H), 1.90-2.25 (m, 2H). Mass spec.: 459.26 (MH)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-74414100886647e1bdbb03e6840417ab
Source dataset
uspto-grants-2011_09
Patent number
US08026257B2

Reaction notes

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