HCID 57546116, compound → HCID 57546213, compound

HRID 913931Notes

Reaction equation

HRID 913931 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]([C:71]#[N:72])[O:49][CH2:50][C:51]2([C:64]3[CH:69]=[CH:68][C:67]([F:70])=[CH:66][CH:65]=3)[CH2:56][CH2:55][N:54]([C:57]([O:59][C:60]([CH3:63])([CH3:62])[CH3:61])=[O:58])[CH2:53][CH2:52]2)[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]([C:71]#[N:72])[O:49][CH2:50][C:51]3([C:64]4[CH:69]=[CH:68][C:67]([F:70])=[CH:66][CH:65]=4)[CH2:56][CH2:55][N:54]([C:57]([O:59][C:60]([CH3:63])([CH3:62])[CH3:61])=[O:58])[CH2:53][CH2:52]3)[CH:47]=1)[NH:44][N:43]=[CH:42]2

Participants

3

Reactant 2

HCID 57546116HCID 57546116, compoundHCID 57546152HCID 57546152, compound

Product 1

HCID 57546213HCID 57546213, 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-(((5-chloro-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-7-yl)(cyano)methoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate as the starting material. 1H-NMR (CDCl3, 500 MHz) δ 9.66 (bs, 1H), 7.98 (s, 1H), 7.74 (d, J=1.5 Hz, 1H), 7.31 (m, 3H), 7.13 (dd, J=8.6, 8.6 Hz, 2H), 5.46 (s, 1H), 3.60-3.90 (m, 4H), 3.07 (m, 2H), 2.18 (m, 2H), 1.82 (m, 2H), 1.43 (s, 9H); 13C NMR (126 MHz, CDCl3) δ ppm 171.2, 161.9 (d, J=248 Hz), 154.9, 137.4, 135.6, 134.4, 128.6 (d, J=7.7 Hz), 126.3, 125.5, 125.4, 122.0, 116.2 (d, J=21 Hz), 79.9, 78.9, 69.5, 41.1, 39.9 (br), 32.5, 32.3, 28.5.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-7cf8db3fb05044b296f2a659dfadff4e
Source dataset
uspto-grants-2011_09
Patent number
US08026257B2

Reaction notes

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