Iodobenzene → HCID 86695292, compound

HRID 1057208Notes

Reaction equation

HRID 1057208 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][O:15]1)[N:9]=[CH:8]2)#[C:2][CH2:3][CH3:4].I[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[CH:27]([C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[CH:35]=[C:34](B(O)O)[CH:33]=[CH:32]2)=[O:28]>>[C:21]1(/[C:2](/[CH2:3][CH3:4])=[C:1](\[C:34]2[CH:35]=[C:36]3[C:31](=[CH:32][CH:33]=2)[CH:30]=[C:29]([CH:27]=[O:28])[CH:38]=[CH:37]3)/[C:5]2[CH:6]=[C:7]3[C:11](=[CH:12][CH:13]=2)[N:10]([CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][O:15]2)[N:9]=[CH:8]3)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 3

HCID 11575IodobenzeneHCID 58876220HCID 58876220, compoundHCID 667932705-(But-1-yn-1-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

Product 1

HCID 86695292HCID 86695292, compound

Procedure

The title compound was prepared from Intermediate 3, iodobenzene, and (6-formylnaphthalen-2-yl)boronic acid following General Procedure C. 1H NMR (DMSO-d6, 300 MHz): δ 10.05 (s, 1H), 8.47 (s, 1H), 8.13 (s, 1H), 7.97-7.69 (m, 5H), 7.48 (s, 1H), 7.29 (dd, 1H), 7.22-7.07 (m, 6H), 5.87 (dd, 1H), 3.94-3.83 (m, 1H), 3.80-3.68 (m, 1H), 2.59-2.35 (m, 3H), 2.09-1.95 (m, 2H), 1.85-1.68 (m, 1H), 1.65-1.52 (m, 2H), 0.91 (t, 3H). LCMS: 403 [(M-THP+H)+H]+.

Sources & evidence

ORD record
ord-2633e6da33ae4196b6b4308799ca76eb
Source dataset
uspto-grants-2016_07
Patent number
US09399646B2

Reaction notes

Loading…