{4-[4-(2-{[(2S)-3-(4-{[tert-Butyl(diphenyl)silyl]oxy}phenoxy)-2-hydroxy-propyl]amino}ethyl)anilino]-1-piperidinyl}{4-[3-(cyclopentyloxy)-4-methoxyphenyl]-1-piperidinyl}methanone → [4-(3-Cyclopentyloxy-4-methoxy-phenyl)-piperidin-1-yl]-[4-(4-{2-[(2S)-2-hydroxy-3-(4-hydroxy-phenoxy)-propylamino]-ethyl}-phenylamino)-piperidin-1-yl]-methanone

HRID 395994Notes

Reaction equation

HRID 395994 reaction equation
[Si]([O:18][C:19]1[CH:67]=[CH:66][C:22]([O:23][CH2:24][C@@H:25]([OH:65])[CH2:26][NH:27][CH2:28][CH2:29][C:30]2[CH:64]=[CH:63][C:33]([NH:34][CH:35]3[CH2:40][CH2:39][N:38]([C:41]([N:43]4[CH2:48][CH2:47][CH:46]([C:49]5[CH:54]=[CH:53][C:52]([O:55][CH3:56])=[C:51]([O:57][CH:58]6[CH2:62][CH2:61][CH2:60][CH2:59]6)[CH:50]=5)[CH2:45][CH2:44]4)=[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>[CH:58]1([O:57][C:51]2[CH:50]=[C:49]([CH:46]3[CH2:45][CH2:44][N:43]([C:41]([N:38]4[CH2:39][CH2:40][CH:35]([NH:34][C:33]5[CH:63]=[CH:64][C:30]([CH2:29][CH2:28][NH:27][CH2:26][C@H:25]([OH:65])[CH2:24][O:23][C:22]6[CH:66]=[CH:67][C:19]([OH:18])=[CH:20][CH:21]=6)=[CH:31][CH:32]=5)[CH2:36][CH2:37]4)=[O:42])[CH2:48][CH2:47]3)[CH:54]=[CH:53][C:52]=2[O:55][CH3:56])[CH2:62][CH2:61][CH2:60][CH2:59]1

Participants

3

Reactant 1

HCID 86584581{4-[4-(2-{[(2S)-3-(4-{[tert-Butyl(diphenyl)silyl]oxy}phenoxy)-2-hydroxy-propyl]amino}ethyl)anilino]-1-piperidinyl}{4-[3-(cyclopentyloxy)-4-methoxyphenyl]-1-piperidinyl}methanone

Product 1

HCID 10233652[4-(3-Cyclopentyloxy-4-methoxy-phenyl)-piperidin-1-yl]-[4-(4-{2-[(2S)-2-hydroxy-3-(4-hydroxy-phenoxy)-propylamino]-ethyl}-phenylamino)-piperidin-1-yl]-methanoneYield 68%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

{4-[4-(2-{[(2S)-3-(4-{[tert-Butyl(diphenyl)silyl]oxy}phenoxy)-2-hydroxy-propyl]amino}ethyl)anilino]-1-piperidinyl}{4-[3-(cyclopentyloxy)-4-methoxyphenyl]-1-piperidinyl}methanone (0.168 g, 0.181 mmol) was reacted according to Procedure H to yield (eluant: 5:1 chloroform-methanol) the title compound (0.085 g, 0.123 mmol).

Sources & evidence

ORD record
ord-bb7a89ef8581434da4ac8ee8c0013cc4
Source dataset
uspto-grants-2003_08
Patent number
US06605618B2

Reaction notes

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