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Hydrochloric Acid → 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)(methy)amino]propyl}(methyl)carbamoyl]benzyl}(methyl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

HRID 446568
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HRID 446568 반응식
[C:1]1([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([O:10][CH:11]1[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][N:19]([CH3:40])[C:20](=[O:39])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][N:26]([CH2:28][C:29]2[CH:38]=[CH:37][C:32](C(OC)=O)=[CH:31][CH:30]=2)[CH3:27])[CH2:13][CH2:12]1)=[O:9].[OH-:47].[Na+].Cl.[F:50][C:51]([F:104])([F:103])[C:52]1[CH:53]=[C:54]([CH:96]=[C:97]([C:99]([F:102])([F:101])[F:100])[CH:98]=1)[C:55]([N:57]1[CH2:61][C@@:60]([CH2:69][CH2:70][N:71]2[CH2:76][CH2:75][C:74]3([C:84]4[C:79](=[CH:80][CH:81]=[CH:82][CH:83]=4)[CH2:78][C@@H:77]3[O:85][CH2:86][C:87]([N:89]([CH3:95])[CH2:90][CH2:91][CH2:92][NH:93][CH3:94])=[O:88])[CH2:73][CH2:72]2)([C:62]2[CH:67]=[CH:66][C:65]([F:68])=[CH:64][CH:63]=2)[O:59][CH2:58]1)=[O:56].[CH3:105]O>O.C1(C)C=CC=CC=1>[C:1]1([C:41]2[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:9])[O:10][CH:11]1[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][N:19]([C:20](=[O:39])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][N:26]([CH2:28][C:29]2[CH:38]=[CH:37][C:32]([C:94](=[O:47])[N:93]([CH2:92][CH2:91][CH2:90][N:89]([C:87](=[O:88])[CH2:86][O:85][C@@H:77]3[C:74]4([CH2:73][CH2:72][N:71]([CH2:70][CH2:69][C@:60]5([C:62]6[CH:63]=[CH:64][C:65]([F:68])=[CH:66][CH:67]=6)[O:59][CH2:58][N:57]([C:55](=[O:56])[C:54]6[CH:53]=[C:52]([C:51]([F:50])([F:103])[F:104])[CH:98]=[C:97]([C:99]([F:101])([F:100])[F:102])[CH:96]=6)[CH2:61]5)[CH2:76][CH2:75]4)[C:84]4[C:79](=[CH:80][CH:81]=[CH:82][CH:83]=4)[CH2:78]3)[CH3:95])[CH3:105])=[CH:31][CH:30]=2)[CH3:27])[CH3:40])[CH2:15][CH2:16]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 66671734Methyl 4-{[{6-[(2-{4-[(biphenyl-2-ylcarbamoyl)oxy]piperidin-1-yl}ethyl)(methyl)amino]-6-oxohexyl}(methyl)amino]methyl}benzoateHCID 866634192-{[(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}-N-methyl-N-[3-(methylamino)propyl]acetamide

생성물 1

HCID 469286381-{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)(methy)amino]propyl}(methyl)carbamoyl]benzyl}(methyl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate수율 48%

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

The compound (90 mg, 0.14 mmol) obtained in Example 74a was dissolved in a mixed solvent of methanol (1.4 mL) and water (1.4 mL), a 1 N aqueous sodium hydroxide solution (0.214 mL, 0.214 mmol) was added, and the mixture was stirred at room temperature for 3 hours and then at 50° C. for 2 hours. A 1 N aqueous hydrochloric acid solution (0.300 mL) and toluene were added, and then the solvent was evaporated under reduced pressure. The resulting residue and the compound (74 mg, 0.095 mmol) obtained in Example 1k were used to give the title compound (63 mg; yield, 48%) as a white solid according to the method described in Example 11e.

후처리

  1. waitat 50° C. for 2 hours
  2. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-9adb6f170a4b42b88f35e975c093cdaf
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08476253B2

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