3-Iodopyridine → HCID 59837514, compound

HRID 272977Notes

Reaction equation

[CH:1]1([N:5]2[CH2:10][CH2:9][CH:8]([O:11][C:12]3[CH:17]=[CH:16][C:15]([C:18]4([CH2:24][NH2:25])[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)=[CH:14][CH:13]=3)[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1.I[C:27]1[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=1>>[CH:1]1([N:5]2[CH2:10][CH2:9][CH:8]([O:11][C:12]3[CH:17]=[CH:16][C:15]([C:18]4([CH2:24][NH:25][C:27]5[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=5)[CH2:19][CH2:20][O:21][CH2:22][CH2:23]4)=[CH:14][CH:13]=3)[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 707143-Iodopyridine

HCID 68578749HCID 68578749, compound

Product 1

HCID 59837514HCID 59837514, compoundYield 18%

Procedure

The title compound (28 mg, 18%) was prepared from 1-(4-{4-[(1-cyclobutylpiperidin-4-yl)oxy]phenyl}tetrahydro-2H-pyran-4-yl)methanamine and 3-iodopyridine similarly to the procedure used for example 153. 1H NMR (400 MHz, CDCl3) δ 1.66-1.94 (m, 8H), 2.01-2.06 (m, 4H), 2.17-2.20 (m, 4H), 2.60-2.68 (m, 2H), 2.76 (m, 1H), 3.22-3.27 (m, 3H), 3.57 (t, 2H), 3.77-3.81 (m, 2H), 4.32 (m, 1H), 6.73 (d, 1H), 6.92 (d, 2H), 6.99 (m, 1H), 7.23 (d, 2H), 7.88 (m, 2H). HRMS ESI+ m/z 422.2789 [MH]+.

Sources & evidence

ORD record: ord-467232ee9203478cb9def7e18932a2c8
Source dataset: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07456164B2

Reaction notes

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