Chloroform methanol → 4-(4-[2-[(2S)-3-(3-Fluoro-4-hydroxy-phenoxy)-2-hydroxy-propylamino]-ethyl]-phenylamino)-piperidine-1-carboxylic acid octylamide

HRID 396040Notes

Reaction equation

[Si]([O:18][C:19]1[CH:59]=[CH:58][C:22]([O:23][CH2:24][C@@H:25]([OH:57])[CH2:26][NH:27][CH2:28][CH2:29][C:30]2[CH:56]=[CH:55][C:33]([NH:34][CH:35]3[CH2:40][CH2:39][N:38](C(NC(NCCCCCCCC)=O)=O)[CH2:37][CH2:36]3)=[CH:32][CH:31]=2)=[CH:21][C:20]=1[F:60])(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.C(Cl)(Cl)Cl.[CH3:65][OH:66]>>[CH2:28]([NH:27][C:65]([N:38]1[CH2:39][CH2:40][CH:35]([NH:34][C:33]2[CH:55]=[CH:56][C:30]([CH2:29][CH2:28][NH:27][CH2:26][C@H:25]([OH:57])[CH2:24][O:23][C:22]3[CH:58]=[CH:59][C:19]([OH:18])=[C:20]([F:60])[CH:21]=3)=[CH:31][CH:32]=2)[CH2:36][CH2:37]1)=[O:66])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:55][CH3:56]

Participants

Reactant 2

HCID 21584188Chloroform methanol

HCID 69987150N-((4-[4-(2-{[(2S)-3-(4-{[tert-Butyl(diphenyl)silyl]oxy)-3-fluorophenoxy)-2-hydroxypropyl]amino}ethyl)anilino]-1-piperidinyl}carbonyl)-N'-octylurea

Product 1

HCID 102312594-(4-[2-[(2S)-3-(3-Fluoro-4-hydroxy-phenoxy)-2-hydroxy-propylamino]-ethyl]-phenylamino)-piperidine-1-carboxylic acid octylamide

Procedure

N-((4-[4-(2-{[(2S)-3-(4-{[tert-Butyl(diphenyl)silyl]oxy)-3-fluorophenoxy)-2-hydroxypropyl]amino}ethyl)anilino]-1-piperidinyl}carbonyl)-N′-octylurea (0.228 g, 0.271 mmol) was reacted according to Procedure H (eluant: 10:1 going to 5:1 chloroform-methanol containing 2% triethylamine) to give the title compound (0.126 g, 0.223 mmol).

Sources & evidence

ORD record: ord-42d9c292d89e4db3a74b44db84485b5c
Source dataset: uspto-grants-2003_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06605618B2

Reaction notes

Loading…