HCID 178434326, compound → HCID 178434327, compound

HRID 914047Notes

Reaction equation

HRID 914047 reaction equation
Br[C:2]1C2C(=C([C@H](OCC3(C4C=CC(F)=CC=4)CCN(C)CC3)C)C=C(Br)C=2)NN=1.[Cl:30][C:31]1[CH:32]=[C:33]2[C:37](=[C:38]([C@H:40]([O:42][CH2:43][C:44]3([C:50]4[CH:55]=[CH:54][C:53]([F:56])=[CH:52][CH:51]=4)[CH2:49][CH2:48][NH:47][CH2:46][CH2:45]3)[CH3:41])[CH:39]=1)[NH:36][N:35]=[C:34]2[CH3:57]>>[Cl:30][C:31]1[CH:32]=[C:33]2[C:37](=[C:38]([C@H:40]([O:42][CH2:43][C:44]3([C:50]4[CH:55]=[CH:54][C:53]([F:56])=[CH:52][CH:51]=4)[CH2:49][CH2:48][N:47]([CH3:2])[CH2:46][CH2:45]3)[CH3:41])[CH:39]=1)[NH:36][N:35]=[C:34]2[CH3:57]

Participants

3

Reactant 2

HCID 178434326HCID 178434326, compoundHCID 178462259HCID 178462259, compound

Product 1

HCID 178434327HCID 178434327, compound

Procedure

Prepared according to the procedure used to prepare (R)-3,5-dibromo-7-(1-((4-(4-fluorophenyl)-1-methylpiperidin-4-yl)methoxy)ethyl)-1H-indazole using (R)-5-chloro-7-(1-((4-(4-fluorophenyl)piperidin-4-yl)methoxy)ethyl)-3-methyl-1H-indazole as starting material. 1H-NMR (CDCl3, 500 MHz) δ 9.82 (bs, 1H), 7.46 (d, J=1.5 Hz, 1H), 7.23 (dd, J=8.9, 5.5 Hz, 2H), 7.00 (dd, J=8.9, 8.5 Hz, 2H), 6.92 (d, J=1.8 Hz, 1H), 4.43 (q, J=6.4 Hz, 1H), 3.33 (d, J=8.9, 8.5 Hz, 2H), 6.92 (d, J=1.8 Hz, 1H), 4.43 (q, J=6.4 Hz, 1H), 3.33 (d, J=8.9 Hz, 1H), 3.24 (d, J =9.2 Hz, 1H), 2.40-2.65 (m, 5H), 1.85-2.30 (m, 9H), 1.38 (d, J=6.4 Hz, 3H); 13C NMR (126 MHz, CDCl3) δ ppm 161.5 (d, J=246 Hz), 142.3, 136.7, 128.7 (d, J=7.7 Hz), 127.6, 125.3, 124.4, 124.0, 118.5, 115.3 (d, J=21 Hz), 78.7 (br), 78.1, 51.9, 51.8, 46.2, 40.4, 32.6, 32.4, 22.0, 11.9.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-acbdac34512a4860b39a854014e923a4
Source dataset
uspto-grants-2011_09
Patent number
US08026257B2

Reaction notes

Loading…