4-Methoxypiperidine → HCID 67020577, compound

HRID 550523Notes

Reaction equation

CS(O[CH2:6][CH2:7][O:8][C:9]1[C:17]2[C:12](=[N:13][CH:14]=[N:15][C:16]=2[NH:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[CH:28]=3)=[C:21]([CH3:34])[CH:20]=2)[NH:11][N:10]=1)(=O)=O.[CH3:35][O:36][CH:37]1[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]1>>[F:33][C:29]1[CH:28]=[C:27]([CH:32]=[CH:31][CH:30]=1)[CH2:26][O:25][C:22]1[CH:23]=[CH:24][C:19]([NH:18][C:16]2[N:15]=[CH:14][N:13]=[C:12]3[NH:11][N:10]=[C:9]([O:8][CH2:7][CH2:6][N:40]4[CH2:41][CH2:42][CH:37]([O:36][CH3:35])[CH2:38][CH2:39]4)[C:17]=23)=[CH:20][C:21]=1[CH3:34]

Participants

Reactant 2

HCID 776664-Methoxypiperidine

HCID 11525981HCID 11525981, compound

Product 1

HCID 67020577HCID 67020577, compoundYield 27%

Procedure

The procedure described in Example 55 was repeated using 2-{[4-({4-[(3-fluorobenzyl)oxy]-3-methylphenyl}amino)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)oxy}ethyl methanesulfonate (prepared as described in Example 21) and 4-methoxypiperidine to give the title compound in 27% yield; NMR Spectrum: 1.36-1.41 (m, 2H), 1.78-1.80 (m, 2H), 2.18-2.23 (m, 2H), 2.23 (s, 3H), 2.76-2.78 (m, 4H), 3.12-3.15 (m, 1H), 3.19 (s, 3H), 4.39 (t, 2H), 5.16 (s, 2H), 7.00 (d, 1H), 7.16 (td, 1H), 7.28-7.32 (m, 2H), 7.42-7.47 (m, 3H), 8.21 (s, 1H), 8.24 (s, 1H); Mass Spectrum: 507 (MH+).

Sources & evidence

ORD record: ord-efb71ee4732240dc808a6929a46f655b
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947676B2

Reaction notes

Loading…