Acetone → HCID 178485824, compound

HRID 333499Notes

Reaction equation

C([OH:3])C.CC(C)=O.[ClH:8].Cl.Cl.[CH3:11][O:12][C:13](=[O:69])[NH:14][C@H:15]([C:19]([N:21]1[CH2:25][CH2:24][CH2:23][C@H:22]1[C:26]1[NH:27][CH:28]=[C:29]([C:31]2[CH:36]=[CH:35][C:34]([C:37]3[CH:42]=[CH:41][C:40]([NH:43][C:44]([C:46]4[CH:47]=[N:48][C:49]([N:52]5[CH2:57][C@H:56]([CH3:58])[N:55]([C:59](=[O:62])[NH:60][CH3:61])[CH2:54][C@H:53]5[CH3:63])=[CH:50][CH:51]=4)=[O:45])=[CH:39][C:38]=3[O:64][C:65]([F:68])([F:67])[F:66])=[CH:33][CH:32]=2)[N:30]=1)=[O:20])[CH:16]([CH3:18])[CH3:17]>O>[OH2:3].[ClH:8].[ClH:8].[CH3:11][O:12][C:13](=[O:69])[NH:14][C@H:15]([C:19]([N:21]1[CH2:25][CH2:24][CH2:23][C@H:22]1[C:26]1[NH:27][CH:28]=[C:29]([C:31]2[CH:32]=[CH:33][C:34]([C:37]3[CH:42]=[CH:41][C:40]([NH:43][C:44]([C:46]4[CH:47]=[N:48][C:49]([N:52]5[CH2:57][C@H:56]([CH3:58])[N:55]([C:59](=[O:62])[NH:60][CH3:61])[CH2:54][C@H:53]5[CH3:63])=[CH:50][CH:51]=4)=[O:45])=[CH:39][C:38]=3[O:64][C:65]([F:68])([F:66])[F:67])=[CH:35][CH:36]=2)[N:30]=1)=[O:20])[CH:16]([CH3:17])[CH3:18]

Participants

Conditions

Temperature: 30 °C

Procedure

Ethanol (2 mL), acetone (15 mL), 1 N HCl (0.3 mL), and deionized water (0.3 mL) were added to amorphous ((S)-1-{(S)-2-[4-(4′-{[6-((2R,5S)-2,5-dimethyl-4-methylcarbamoyl-piperazin-1-yl)-pyridine-3-carbonyl]-amino}-2′-trifluoromethoxy-biphenyl-4-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester diHCl (650 mg) and the reaction solution was stirred at 30° C. for 18 h to give a crystalline slurry and then stirred for 48 h at RT. The thickened slurry was filtered and air-dried for 2 h to provide the title compound (586 mg).

Workup

customto give a crystalline slurry
stirringstirred for 48 h at RT
filtrationThe thickened slurry was filtered
customair-dried for 2 h

Sources & evidence

ORD record: ord-f78c5abc20d84b56815e1133eadae9f2
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08883135B2

Reaction notes

Loading…