Maleic Acid → HCID 86619555, compound

HRID 1869589Notes

Reaction equation

[O:1]=[C:2]1[N:8]([CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C@H:18]([CH2:34][C:35]3[CH:40]=[C:39]([C:41]([F:44])([F:43])[F:42])[C:38]([NH2:45])=[C:37]([Cl:46])[CH:36]=3)[C:19]([N:21]3[CH2:26][CH2:25][CH:24]([N:27]4[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]4)[CH2:23][CH2:22]3)=[O:20])=[O:16])[CH2:11][CH2:10]2)[CH2:7][CH2:6][C:5]2[CH:47]=[CH:48][CH:49]=[CH:50][C:4]=2[NH:3]1.[C:51]([OH:58])(=[O:57])/[CH:52]=[CH:53]\[C:54]([OH:56])=[O:55]>C(O)C>[C:51]([OH:58])(=[O:57])/[CH:52]=[CH:53]\[C:54]([OH:56])=[O:55].[C:51]([OH:58])(=[O:57])/[CH:52]=[CH:53]\[C:54]([OH:56])=[O:55].[O:1]=[C:2]1[N:8]([CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C@H:18]([CH2:34][C:35]3[CH:40]=[C:39]([C:41]([F:43])([F:42])[F:44])[C:38]([NH2:45])=[C:37]([Cl:46])[CH:36]=3)[C:19]([N:21]3[CH2:26][CH2:25][CH:24]([N:27]4[CH2:28][CH2:29][N:30]([CH3:33])[CH2:31][CH2:32]4)[CH2:23][CH2:22]3)=[O:20])=[O:16])[CH2:11][CH2:10]2)[CH2:7][CH2:6][C:5]2[CH:47]=[CH:48][CH:49]=[CH:50][C:4]=2[NH:3]1

Participants

Conditions

Temperature: 70 °C

Procedure

1.0 g (1.39 mmol) (R)-1-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-2-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate are dissolved in 10 ml of ethanol at ambient temperature and combined with 322 mg (2.78 mmol) maleic acid. The mixture is heated to 70° C., during which time a white precipitate is formed. The suspension is cooled to ambient temperature over 8 hours and filtered at 5° C. The isolated crystals are dried for 12 hours at 50° C.

Workup

customis formed
temperatureThe suspension is cooled to ambient temperature over 8 hours
filtrationfiltered at 5° C
customThe isolated crystals are dried for 12 hours at 50° C.

Sources & evidence

ORD record: ord-79eea5e153304be7b638b5bd7f33b3b0
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07638625B2

Reaction notes

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