6-(chloromethyl)-4-(3-methoxypropyl)-2H-benzo[b][1,4]oxazin-3(4H)-one → Benzyl 3-[4-(3-methoxypropyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-4-(4-phenoxyphenyl)piperidine-1-carboxylate

HRID 1176657Notes

Reaction equation

HRID 1176657 reaction equation
[OH:1][CH:2]1[CH:7]([C:8]2[CH:13]=[CH:12][C:11]([O:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4]([C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])[CH2:3]1.Cl[CH2:32][C:33]1[CH:34]=[CH:35][C:36]2[O:41][CH2:40][C:39](=[O:42])[N:38]([CH2:43][CH2:44][CH2:45][O:46][CH3:47])[C:37]=2[CH:48]=1>>[CH3:47][O:46][CH2:45][CH2:44][CH2:43][N:38]1[C:37]2[CH:48]=[C:33]([CH2:32][O:1][CH:2]3[CH:7]([C:8]4[CH:9]=[CH:10][C:11]([O:14][C:15]5[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=5)=[CH:12][CH:13]=4)[CH2:6][CH2:5][N:4]([C:21]([O:23][CH2:24][C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)=[O:22])[CH2:3]3)[CH:34]=[CH:35][C:36]=2[O:41][CH2:40][C:39]1=[O:42]

Participants

3

Reactant 2

HCID 468352236-(chloromethyl)-4-(3-methoxypropyl)-2H-benzo[b][1,4]oxazin-3(4H)-oneHCID 68500131HCID 68500131, compound

Product 1

HCID 68503214Benzyl 3-[4-(3-methoxypropyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-4-(4-phenoxyphenyl)piperidine-1-carboxylate

Procedure

Analogously to Method D, 0.100 g of benzyl 3-hydroxy-4-(4-phenoxyphenyl)piperidine-1-carboxylate and 0.0753 g of 6-chloromethyl-4-(3-methoxypropyl)-4H-benzo[1,4]oxazin-3-one are reacted. The title compound is obtained as a colourless resin. Rf=0.31 (1:1 EtOAc-heptane); Rt=5.74.

Sources & evidence

ORD record
ord-a8845ecf5bff4551a5ec742f9b8a831f
Source dataset
uspto-grants-2010_11
Patent number
US07842688B2

Reaction notes

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