2-(4-Aminophenyl)-N-{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}-N-methylacetamide → 1-{2-[{6-[(4-{2-[{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)amino]-2-oxoethyl}phenyl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

HRID 446550Notes

Reaction equation

HRID 446550 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([N:11]([CH2:13][CH2:14][CH2:15][N:16]([C:18](=[O:65])[CH2:19][O:20][C@@H:21]2[C:29]3([CH2:34][CH2:33][N:32]([CH2:35][CH2:36][C@:37]4([C:58]5[CH:63]=[CH:62][C:61]([F:64])=[CH:60][CH:59]=5)[O:41][CH2:40][N:39]([C:42](=[O:57])[C:43]5[CH:48]=[C:47]([C:49]([F:52])([F:51])[F:50])[CH:46]=[C:45]([C:53]([F:56])([F:55])[F:54])[CH:44]=5)[CH2:38]4)[CH2:31][CH2:30]3)[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:22]2)[CH3:17])[CH3:12])=[O:10])=[CH:4][CH:3]=1.[C:66]1([C:94]2[CH:99]=[CH:98][CH:97]=[CH:96][CH:95]=2)[CH:71]=[CH:70][CH:69]=[CH:68][C:67]=1[NH:72][C:73](=[O:93])[O:74][CH:75]1[CH2:80][CH2:79][N:78]([CH2:81][CH2:82][N:83]([CH3:92])[C:84](=[O:91])[CH2:85][CH2:86][CH2:87][CH2:88][CH:89]=O)[CH2:77][CH2:76]1>>[C:66]1([C:94]2[CH:95]=[CH:96][CH:97]=[CH:98][CH:99]=2)[CH:71]=[CH:70][CH:69]=[CH:68][C:67]=1[NH:72][C:73](=[O:93])[O:74][CH:75]1[CH2:80][CH2:79][N:78]([CH2:81][CH2:82][N:83]([C:84](=[O:91])[CH2:85][CH2:86][CH2:87][CH2:88][CH2:89][NH:1][C:2]2[CH:7]=[CH:6][C:5]([CH2:8][C:9]([N:11]([CH2:13][CH2:14][CH2:15][N:16]([C:18](=[O:65])[CH2:19][O:20][C@@H:21]3[C:29]4([CH2:30][CH2:31][N:32]([CH2:35][CH2:36][C@:37]5([C:58]6[CH:63]=[CH:62][C:61]([F:64])=[CH:60][CH:59]=6)[O:41][CH2:40][N:39]([C:42](=[O:57])[C:43]6[CH:44]=[C:45]([C:53]([F:54])([F:56])[F:55])[CH:46]=[C:47]([C:49]([F:50])([F:51])[F:52])[CH:48]=6)[CH2:38]5)[CH2:33][CH2:34]4)[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH2:22]3)[CH3:17])[CH3:12])=[O:10])=[CH:4][CH:3]=2)[CH3:92])[CH2:77][CH2:76]1

Participants

3

Reactant 2

HCID 866634522-(4-Aminophenyl)-N-{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}-N-methylacetamideHCID 867619011-{2-[Methyl(6-oxohexanoyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

Product 1

HCID 867619091-{2-[{6-[(4-{2-[{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)amino]-2-oxoethyl}phenyl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamateYield 32%

Procedure

The compound (194 mg, 0.219 mmol) obtained in Example 57b and the compound (102 mg, 0.219 mmol) obtained in Example 4g were used to give the title compound (95 mg; yield, 32%) as a white solid according to the method described in Example 41b.

Sources & evidence

ORD record
ord-5308faacdfa84e06bf3fe0d8ab10447b
Source dataset
uspto-grants-2013_07
Patent number
US08476253B2

Reaction notes

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