Piperazine → HCID 68443145, compound

HRID 2246966Notes

Reaction equation

HRID 2246966 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH2:7]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C@@H:16]2[C@@H:21]([O:22][CH2:23][C:24]3[CH:25]=[CH:26][C:27]4[O:32][CH2:31][CH2:30][N:29]([CH2:33][CH2:34][CH2:35][O:36][CH3:37])[C:28]=4[CH:38]=3)[CH2:20][N:19]([S:39]([C:42]3[CH:47]=[CH:46][C:45]([CH3:48])=[CH:44][CH:43]=3)(=[O:41])=[O:40])[C@H:18]([CH2:49][C:50]([CH3:55])([CH3:54])[C:51](O)=[O:52])[CH2:17]2)=[CH:12][CH:11]=1)C>>[CH3:7][O:9][C:10]1[CH:15]=[CH:14][C:13]([C@@H:16]2[C@@H:21]([O:22][CH2:23][C:24]3[CH:25]=[CH:26][C:27]4[O:32][CH2:31][CH2:30][N:29]([CH2:33][CH2:34][CH2:35][O:36][CH3:37])[C:28]=4[CH:38]=3)[CH2:20][N:19]([S:39]([C:42]3[CH:47]=[CH:46][C:45]([CH3:48])=[CH:44][CH:43]=3)(=[O:41])=[O:40])[C@H:18]([CH2:49][C:50]([CH3:55])([CH3:54])[C:51]([N:1]3[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]3)=[O:52])[CH2:17]2)=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 4837PiperazineHCID 68442013HCID 68442013, compound

Product 1

HCID 68443145HCID 68443145, compound

Procedure

Similar to example 102, piperazine is reacted with 3-[(2S,4R,5R)-4-(4-ethoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid (from example 65b) to afford 3-[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-1-piperazin-1-yl-propan-1-one which is subsequently deprotected according to general procedure A to afford the title compound.

Sources & evidence

ORD record
ord-ef0fbe0bc78c4537b7bc10b484d01f07
Source dataset
uspto-grants-2010_03
Patent number
US07687495B2

Reaction notes

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