SB-649,915 → 6-{1-[2-(2-Methylquinolin-5-yloxy)ethyl]piperidin-4-ylmethyl}-3,4-dihydro-2H-benzo[1,4]oxazine

HRID 1295588Notes

Reaction equation

HRID 1295588 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[O:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][CH:18]([CH2:21][C:22]3[CH:23]=[CH:24][C:25]4[O:30][CH2:29][C:28](=O)[NH:27][C:26]=4[CH:32]=3)[CH2:17][CH2:16]2)[N:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[O:12][CH2:13][CH2:14][N:15]2[CH2:16][CH2:17][CH:18]([CH2:21][C:22]3[CH:23]=[CH:24][C:25]4[O:30][CH2:29][CH2:28][NH:27][C:26]=4[CH:32]=3)[CH2:19][CH2:20]2)[N:3]=1

Participants

3

Reactant 2

HCID 10296414SB-649,915HCID 21226445Aluminium lithium hydride

Product 1

HCID 103099686-{1-[2-(2-Methylquinolin-5-yloxy)ethyl]piperidin-4-ylmethyl}-3,4-dihydro-2H-benzo[1,4]oxazineYield 54.6%

Procedure

The title compound (0.228 g, 54%) was prepared by reduction of 6-{1-[2-(2-methylquinolin-5-yloxy)ethyl]piperidin-4-ylmethyl}-4H-benzo[1,4]oxazin-3-one (0.431 g, 1 mmol) with lithium aluminium hydride as described in Example 3.

Sources & evidence

ORD record
ord-3f890433af43453d8505eb44a7290eaf
Source dataset
uspto-grants-2007_07
Patent number
US07244726B2

Reaction notes

Loading…