1-{2-[{6-[(3-Chloro-4-{methyl[3-(methylamino)propyl]carbamoyl}phenyl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate → 1-(2-{[6-({4-[{3-[({[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}acetyl)(methyl)amino]propyl}(methyl)carbamoyl]-3-chlorophenyl}amino)hexanoyl](methyl)amino}ethyl)piperidin-4-yl biphenyl-2-ylcarbamate trihydrochloride

HRID 446578Notes

Reaction equation

HRID 446578 reaction equation
[C:1]1([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:44])[O:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][N:18]([C:20](=[O:43])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]2[CH:32]=[CH:31][C:30]([C:33](=[O:41])[N:34]([CH3:40])[CH2:35][CH2:36][CH2:37][NH:38][CH3:39])=[C:29]([Cl:42])[CH:28]=2)[CH3:19])[CH2:12][CH2:11]1.[F:51][C:52]([F:99])([F:98])[C:53]1[CH:54]=[C:55]([CH:91]=[C:92]([C:94]([F:97])([F:96])[F:95])[CH:93]=1)[C:56]([N:58]1[CH2:62][C@@:61]([CH2:70][CH2:71][N:72]2[CH2:77][CH2:76][C:75]3([C:85]4[C:80](=[CH:81][CH:82]=[CH:83][CH:84]=4)[CH2:79][C@@H:78]3[O:86][CH2:87][C:88](O)=[O:89])[CH2:74][CH2:73]2)([C:63]2[CH:68]=[CH:67][C:66]([F:69])=[CH:65][CH:64]=2)[O:60][CH2:59]1)=[O:57]>>[ClH:42].[ClH:42].[ClH:42].[C:1]1([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:44])[O:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][N:18]([C:20](=[O:43])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]2[CH:32]=[CH:31][C:30]([C:33](=[O:41])[N:34]([CH2:35][CH2:36][CH2:37][N:38]([C:88](=[O:89])[CH2:87][O:86][C@@H:78]3[C:75]4([CH2:76][CH2:77][N:72]([CH2:71][CH2:70][C@:61]5([C:63]6[CH:68]=[CH:67][C:66]([F:69])=[CH:65][CH:64]=6)[O:60][CH2:59][N:58]([C:56](=[O:57])[C:55]6[CH:91]=[C:92]([C:94]([F:95])([F:96])[F:97])[CH:93]=[C:53]([C:52]([F:99])([F:51])[F:98])[CH:54]=6)[CH2:62]5)[CH2:73][CH2:74]4)[C:85]4[C:80](=[CH:81][CH:82]=[CH:83][CH:84]=4)[CH2:79]3)[CH3:39])[CH3:40])=[C:29]([Cl:42])[CH:28]=2)[CH3:19])[CH2:12][CH2:11]1

Participants

3

Reactant 2

HCID 666715051-{2-[{6-[(3-Chloro-4-{methyl[3-(methylamino)propyl]carbamoyl}phenyl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamateHCID 86663420{[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}acetic acid

Product 1

HCID 867619121-(2-{[6-({4-[{3-[({[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}acetyl)(methyl)amino]propyl}(methyl)carbamoyl]-3-chlorophenyl}amino)hexanoyl](methyl)amino}ethyl)piperidin-4-yl biphenyl-2-ylcarbamate trihydrochlorideYield 134.1%

Procedure

The compound (92.0 mg, 0.130 mmol) obtained in Example 85c and the compound (108 mg, 0.156 mmol) obtained in Example 1j were used to give the title compound (65 mg; yield, 34%) as a white solid according to the method described in Example 80c.

Sources & evidence

ORD record
ord-8f8e71ba5b1e430f93784e1e9230f1b1
Source dataset
uspto-grants-2013_07
Patent number
US08476253B2

Reaction notes

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