Hydrogen Bromide → HCID 25255742, compound

HRID 1038358Notes

Reaction equation

HRID 1038358 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].[BrH:56]>C(O)(C)C>[BrH:56].[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

4

Reactant 2

HCID 260Hydrogen BromideHCID 25164163HCID 25164163, compound

Product 1

HCID 25255742HCID 25255742, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
100 °C

Procedure

300 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 (0.379 mmol) of are dissolved in 3 ml isopropanol at ambient temperature and combined with 75.4 μL hydrobromic acid (30% in glacial acetic acid, 0.379 mmol), whereupon a sticky precipitate is immediately formed. The suspension is heated to 100° C., whereupon the precipitate formed goes back into solution. The solution is slowly cooled to ambient temperature. The solid formed is filtered off, washed with a little isopropanol and dried for 12 hours at 40° C.

Workup

  1. customis immediately formed
  2. customformed
  3. temperatureThe solution is slowly cooled to ambient temperature
  4. customThe solid formed
  5. filtrationis filtered off
  6. washwashed with a little isopropanol
  7. customdried for 12 hours at 40° C.

Sources & evidence

ORD record
ord-abbdad707426405f91493be8d17f68a0
Source dataset
uspto-grants-2013_10
Patent number
US08551987B2

Reaction notes

Loading…