Morpholine → (3R)-N-(benzyloxy)-6-cyclohexyl-3-[4-(4-morpholinylmethyl)-1,3-oxazol-2-yl]hexanamide

HRID 1350262Notes

Reaction equation

HRID 1350262 reaction equation
[CH2:1]([O:8][NH:9][C:10](=[O:29])[CH2:11][C@H:12]([C:22]1[O:23][CH:24]=[C:25]([CH:27]=O)[N:26]=1)[CH2:13][CH2:14][CH2:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1>>[CH2:1]([O:8][NH:9][C:10](=[O:29])[CH2:11][C@H:12]([C:22]1[O:23][CH:24]=[C:25]([CH2:27][N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)[N:26]=1)[CH2:13][CH2:14][CH2:15][CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 60077589(3R)-N-(benzyloxy)-6-cyclohexyl-3-(4-formyl-1,3-oxazol-2-yl)hexanamide

Product 1

HCID 60077656(3R)-N-(benzyloxy)-6-cyclohexyl-3-[4-(4-morpholinylmethyl)-1,3-oxazol-2-yl]hexanamideYield 62%

Procedure

Method and purification as for preparation 157 using (3R)-N-(benzyloxy)-6-cyclohexyl-3-(4-formyl-1,3-oxazol-2-yl)hexanamide (preparation 156) (180 mg, 0.45 mmol) and morpholine (40 μl, 0.45 mmol) as starting materials to afford the title compound as a colourless oil (130 mg, 62%).

Workup

  1. customMethod and purification

Sources & evidence

ORD record
ord-f9a6660e996644da879a42f473653a97
Source dataset
uspto-grants-2007_05
Patent number
US07214694B2

Reaction notes

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