Acetonitrile → HCID 131733698, compound

HRID 706403Notes

Reaction equation

HRID 706403 reaction equation
O.O.O.[CH3:4][C@H:5]1[N:10]([CH2:11][C:12]([F:15])([F:14])[F:13])[C:9](=[O:16])[C@@H:8]([NH:17][C:18]([C:20]2[CH:21]=[C:22]3[CH2:37][C@@:27]4([C:35]5[C:30](=[N:31][CH:32]=[CH:33][CH:34]=5)[NH:29][C:28]4=[O:36])[CH2:26][C:23]3=[N:24][CH:25]=2)=[O:19])[CH2:7][C@H:6]1[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.C(#N)C.C(#N)C.O>O>[OH2:16].[C:9](#[N:10])[CH3:8].[CH3:4][C@H:5]1[N:10]([CH2:11][C:12]([F:15])([F:13])[F:14])[C:9](=[O:16])[C@@H:8]([NH:17][C:18]([C:20]2[CH:21]=[C:22]3[CH2:37][C@@:27]4([C:35]5[C:30](=[N:31][CH:32]=[CH:33][CH:34]=5)[NH:29][C:28]4=[O:36])[CH2:26][C:23]3=[N:24][CH:25]=2)=[O:19])[CH2:7][C@H:6]1[C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 18373917Acetonitrile--water (1/1)HCID 1317336991488325-95-6

Product 1

HCID 131733698HCID 131733698, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Conditions

Temperature
30 °C

Procedure

To a mixture of 598 g (0.99 mol) of (S)—N-((3S,5S,6R)-6-methyl-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)piperidine-3-yl)-2′-oxo-1′,2′,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3′-pyrrolo[2,3-b]pyridine]-3-carboxamide trihydrate and 3.2 L of acetonitrile was added 0.8 L of water. The mixture was heated to 30° C. to dissolve all solids. The solution was cooled to 20° C. and 6 g of acetonitrile/water solvate seeds was introduced. After the mixture was stirred at 20° C. 30 minutes, 4 L of water was added slowly over 4 hours. During the addition of water solids precipitated as acetonitrile/water mixed solvate.

Workup

  1. dissolutionto dissolve all solids
  2. temperatureThe solution was cooled to 20° C.
  3. customprecipitated as acetonitrile/water mixed solvate

Sources & evidence

ORD record
ord-6a5c889c1b8a427690ace87926659c89
Source dataset
uspto-grants-2015_11
Patent number
US09174989B2

Reaction notes

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