HCID 57546025, compound → HCID 57546179, compound

HRID 913928Notes

Reaction equation

HRID 913928 reaction equation
ClC1C=C2C(=C(C(OCC3(C4C=CC(F)=CC=4)CCN(C(OC(C)(C)C)=O)CC3)C(OC)=O)C=1)NN=C2.[Cl:38][C:39]1[CH:47]=[C:46]([CH:48]([O:54][CH2:55][C:56]2([C:69]3[CH:74]=[CH:73][C:72]([F:75])=[CH:71][CH:70]=3)[CH2:61][CH2:60][N:59]([C:62]([O:64][C:65]([CH3:68])([CH3:67])[CH3:66])=[O:63])[CH2:58][CH2:57]2)[C:49]([N:51]([CH3:53])[CH3:52])=[O:50])[C:45]2[C:41](=[CH:42][N:43](COCC[Si](C)(C)C)[N:44]=2)[CH:40]=1>>[Cl:38][C:39]1[CH:40]=[C:41]2[C:45](=[C:46]([CH:48]([O:54][CH2:55][C:56]3([C:69]4[CH:70]=[CH:71][C:72]([F:75])=[CH:73][CH:74]=4)[CH2:61][CH2:60][N:59]([C:62]([O:64][C:65]([CH3:67])([CH3:68])[CH3:66])=[O:63])[CH2:58][CH2:57]3)[C:49]([N:51]([CH3:53])[CH3:52])=[O:50])[CH:47]=1)[NH:44][N:43]=[CH:42]2

Participants

3

Reactant 2

HCID 57546025HCID 57546025, compoundHCID 57546152HCID 57546152, compound

Product 1

HCID 57546179HCID 57546179, 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-(dimethylamino)-2-oxoethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate as the starting material. 1H-NMR (CDCl3, 500 MHz) δ 10.84 (bs, 1H), 7.94 (s, 1H), 7.65 (d, J=1.8 Hz, 1H), 7.31 (m, 2H), 7.00-7.10 (m, 3H), 5.12 (s, 1H), 3.72 (m, 2H), 3.59 (d, J=8.9 Hz, 1H), 3.38 (d, J=8.9 Hz, 1H), 3.02 (m, 2H), 2.87 (s, 3H), 2.77 (s, 3H), 2.17 (m, 2H), 1.85 (m, 2H), 1.42 (s, 9H); 13C NMR (126 MHz, CDCl3) δ ppm 168.9, 161.6 (d, J=247 Hz), 155.0, 138.1, 136.3, 133.7, 128.8 (d, J=7.7 Hz), 125.9, 124.9, 124.5, 120.3, 119.8, 115.6 (d, J=21 Hz), 80.6, 79.6, 79.1, 41.3, 40.0 (br), 36.6, 36.5, 32.4, 32.2, 28.5.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-09462151809d4bc2b85dcaf6b70c3390
Source dataset
uspto-grants-2011_09
Patent number
US08026257B2

Reaction notes

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