{4-[4-(2-{[(2S)-3-(4-{[tert-Butyl(diphenyl)silyl]oxy}phenoxy)-2-hydroxypropyl]amino}ethyl)anilino]-1-piperidinyl}(3-methyl-2-thienyl)methanone → [4-(4-{2-[(2S)-2-Hydroxy-3-(4-hydroxy-phenoxy)-propylamino]-ethyl}-phenylamino)-piperidin-1-yl]-(3-methyl-thiophen-2-yl)-methanone

HRID 1281607Notes

Reaction equation

HRID 1281607 reaction equation
[Si]([O:18][C:19]1[CH:53]=[CH:52][C:22]([O:23][CH2:24][C@@H:25]([OH:51])[CH2:26][NH:27][CH2:28][CH2:29][C:30]2[CH:50]=[CH:49][C:33]([NH:34][CH:35]3[CH2:40][CH2:39][N:38]([C:41]([C:43]4[S:44][CH:45]=[CH:46][C:47]=4[CH3:48])=[O:42])[CH2:37][CH2:36]3)=[CH:32][CH:31]=2)=[CH:21][CH:20]=1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1>C(Cl)(Cl)Cl.CO>[OH:51][C@H:25]([CH2:24][O:23][C:22]1[CH:21]=[CH:20][C:19]([OH:18])=[CH:53][CH:52]=1)[CH2:26][NH:27][CH2:28][CH2:29][C:30]1[CH:50]=[CH:49][C:33]([NH:34][CH:35]2[CH2:36][CH2:37][N:38]([C:41]([C:43]3[S:44][CH:45]=[CH:46][C:47]=3[CH3:48])=[O:42])[CH2:39][CH2:40]2)=[CH:32][CH:31]=1

Participants

3

Reactant 1

HCID 69987332{4-[4-(2-{[(2S)-3-(4-{[tert-Butyl(diphenyl)silyl]oxy}phenoxy)-2-hydroxypropyl]amino}ethyl)anilino]-1-piperidinyl}(3-methyl-2-thienyl)methanone

Product 1

HCID 69985899[4-(4-{2-[(2S)-2-Hydroxy-3-(4-hydroxy-phenoxy)-propylamino]-ethyl}-phenylamino)-piperidin-1-yl]-(3-methyl-thiophen-2-yl)-methanoneYield 84.7%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

{4-[4-(2-{[(2S)-3-(4-{[tert-Butyl(diphenyl)silyl]oxy}phenoxy)-2-hydroxypropyl]amino}ethyl)anilino]-1-piperidinyl}(3-methyl-2-thienyl)methanone (0.083 g, 0.111 mmol) was reacted according to Procedure H (eluant: 5:1 chloroform-methanol) to give the title compound (0.048 g, 0.094 mmol).

Sources & evidence

ORD record
ord-a36196db4636463b865bf28a63cd7540
Source dataset
uspto-grants-2002_09
Patent number
US06451814B1

Reaction notes

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