Sulfuric Acid → HCID 25256627, compound

HRID 1038360Notes

Reaction equation

HRID 1038360 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].[S:56](=[O:60])(=[O:59])([OH:58])[OH:57]>C(O)C>[S:56]([OH:60])([OH:59])(=[O:58])=[O:57].[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 1118Sulfuric AcidHCID 25164163HCID 25164163, compound

Product 1

HCID 25256627HCID 25256627, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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) are dissolved in 2.5 ml of ethanol at ambient temperature. The solution is heated to 80° C. and combined with 46.8 μl aqueous sulphuric acid (48%), whereupon a granular precipitate is immediately formed. 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 ethanol and dried for 12 hours at 40° C.

Workup

  1. customis immediately formed
  2. customThe suspension formed
  3. customThe solid formed
  4. filtrationis filtered off
  5. washwashed with ethanol
  6. customdried for 12 hours at 40° C.

Sources & evidence

ORD record
ord-b0913e522591494a9cd4885026d78288
Source dataset
uspto-grants-2013_10
Patent number
US08551987B2

Reaction notes

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