tert-butyl 4-((1-(5-chloro-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-7-yl)-2-methoxyethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate → HCID 57546214, compound

HRID 913926Notes

Reaction equation

HRID 913926 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]([O:14][CH3:15])=O)[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)COC)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][O:14][CH3:15])[CH:10]=1)[NH:7][N:6]=[CH:5]2

Participants

3

Reactant 2

HCID 57545988tert-butyl 4-((1-(5-chloro-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-7-yl)-2-methoxyethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylateHCID 57546152HCID 57546152, compound

Product 1

HCID 57546214HCID 57546214, 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-methoxyethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate as the starting material. 1H-NMR (CDCl3, 500 MHz) δ 10.01 (bs, 1H), 7.90 (s, 1H), 7.60 (d, J=1.5 Hz, 1H), 7.25 (dd, J=8.9, 5.2 Hz, 2H), 7.04 (dd, J=8.6, 8.5 Hz, 2H), 6.99 (d, J=1.5 Hz, 1H), 4.46 (t, J=5.1 Hz, 1H), 3.60-3.85 (m, 2H), 3.56 (m, 2H), 3.44 (d, J=8.9 Hz, 1H), 3.32 (d, J=8.9 Hz, 1H), 3.27 (s, 3H), 3.05 (m, 1H), 2.98 (m, 1H), 2.23 (m, 1H), 2.05 (m, 1H), 1.86 (m, 1H), 1.76 (m, 1H), 1.43 (s, 9H); 13C NMR (126 MHz, CDCl3) δ ppm 161.6 (d, J=247 Hz), 155.0, 138.12, 138.09, 136.6, 133.7, 128.7 (d, J=7.7 Hz), 126.1, 125.3, 124.7, 123.6, 119.6, 115.6 (d, J=20), 81.6, 79.6, 79.4, 76.0, 59.5, 41.4, 40.0 (br), 32.4, 32.1, 28.5.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-8774e28edc9f416da5399c2858fc86c9
Source dataset
uspto-grants-2011_09
Patent number
US08026257B2

Reaction notes

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