HCID 57545941, compound → HCID 57545991, compound

HRID 913924Notes

Reaction equation

HRID 913924 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH:11]([O:16][CH2:17][C:18]3([C:31]4[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=4)[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]3)[C:12](OC)=[O:13])[CH:10]=1)[NH:7][N:6]=[CH:5]2.ClC1C=C(C(OCC2(C3C=CC(F)=CC=3)CCN(C(OC(C)(C)C)=O)CC2)CO)C2C(=CN(COCC[Si](C)(C)C)N=2)C=1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH:11]([O:16][CH2:17][C:18]3([C:31]4[CH:32]=[CH:33][C:34]([F:37])=[CH:35][CH:36]=4)[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]3)[CH2:12][OH:13])[CH:10]=1)[NH:7][N:6]=[CH:5]2

Participants

3

Reactant 2

HCID 57545941HCID 57545941, compoundHCID 57546152HCID 57546152, compound

Product 1

HCID 57545991HCID 57545991, compound

Procedure

Prepared according to the procedure used to prepare tert-butyl 4-((1-(5-chloro-1H-indazol-7-yl)-2-methoxy-2-oxoethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate using tert-butyl 4-((1-(5-chloro-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-7-yl)-2-hydroxyethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate as the starting material. 1H-NMR (CDCl3, 500 MHz) δ 10.20 (bs, 1H), 7.93 (s, 1H), 7.62 (d, J=1.5 Hz, 1H), 7.25 (dd, J=8.5 Hz, 5.2, 2H), 7.06 (dd, J=8.6, 8.5 Hz, 2H), 7.02 (d, J=1.8 Hz, 1H), 4.46 (dd, J=7.0, 4.3 Hz, 1H), 3.76 (dd, J=11.9, 7.3 Hz, 1H), 3.67 (dd, J=11.9, 4.3 Hz, 1H), 3.40 (m, 2H), 3.00 (m, 2H), 2.23 (m, 1H), 2.10 (m, 1H), 1.84 (m, 1H), 1.75 (m, 1H), 1.42 (s, 9H); 13C NMR (126 MHz, CDCl3) δ ppm 171.2, 161.7 (d, J=247 Hz), 155.0, 137.8, 136.4, 133.9, 128.7 (d, J=7.7 Hz), 126.3, 125.6, 124.9, 122.6, 119.9, 115.8 (d, J=21 Hz), 83.0, 79.7, 79.4, 65.7, 41.4, 39.9 (br), 32.5, 32.2, 28.5.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-df4d0bec911e4f6e92a579138482750c
Source dataset
uspto-grants-2011_09
Patent number
US08026257B2

Reaction notes

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