Hydrochloric Acid → HCID 25255743, compound

HRID 1038357Notes

Reaction equation

[NH2:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([CH2:12][C@@H:13]([O:34][C:35]([N:37]2[CH2:42][CH2:41][CH:40]([N:43]3[CH2:49][CH2:48][C:47]4[CH:50]=[CH:51][CH:52]=[CH:53][C:46]=4[NH:45][C:44]3=[O:54])[CH2:39][CH2:38]2)=[O:36])[C:14]([N:16]2[CH2:21][CH2:20][N:19]([CH:22]3[CH2:27][CH2:26][N:25]([CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH2:24][CH2:23]3)[CH2:18][CH2:17]2)=[O:15])=[CH:4][C:3]=1[Cl:55].Cl>O1CCCC1>[ClH:55].[NH2:1][C:2]1[C:7]([C:8]([F:9])([F:11])[F:10])=[CH:6][C:5]([CH2:12][C@@H:13]([O:34][C:35]([N:37]2[CH2:38][CH2:39][CH:40]([N:43]3[CH2:49][CH2:48][C:47]4[CH:50]=[CH:51][CH:52]=[CH:53][C:46]=4[NH:45][C:44]3=[O:54])[CH2:41][CH2:42]2)=[O:36])[C:14]([N:16]2[CH2:17][CH2:18][N:19]([CH:22]3[CH2:23][CH2:24][N:25]([CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH2:26][CH2:27]3)[CH2:20][CH2:21]2)=[O:15])=[CH:4][C:3]=1[Cl:55]

Participants

Conditions

Temperature: 80 °C

Procedure

250 mg ethyl 4-[4-[(2R)-3-[4-amino-3-chloro-5-(trifluoromethyl)phenyl]-1-oxo-2-[[[4-(1,2,4,5-tetrahydro-2-oxo-3H-1,3-benzodiazepin-3-yl)-1-piperidinyl]carbonyl]oxy]propyl]-1-piperazinyl]-piperidine-1-acetate (0.316 mmol) of are dissolved in 2.5 ml of tetrahydrofuran at ambient temperature. The solution is heated to 80° C. and combined with 98 μL isopropanolic hydrochloric acid (3.2 Mol/l, 0.316 mmol). The temperature is lowered by 5° C. every 30 minutes. The suspension formed is stirred for 12 hours at ambient temperature. The solid formed is filtered off, washed with a little tetrahydrofuran and dried for 12 hours at 35° C.

Workup

customThe suspension formed
customThe solid formed
filtrationis filtered off
washwashed with a little tetrahydrofuran
customdried for 12 hours at 35° C.

Sources & evidence

ORD record: ord-567cc30ff0854b1a9b899d22735f5728
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08551987B2

Reaction notes

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