Diisopropylethylamine → HCID 86732302, compound

HRID 517182Notes

Reaction equation

HRID 517182 reaction equation
F[B-](F)(F)F.C([O+:8]([CH2:11][CH3:12])[CH2:9][CH3:10])C.C(N(CC)C(C)C)(C)C.[C:22]([C:24]1[CH:29]=[CH:28][C:27]([CH:30]([C:45]2C(=O)C[CH:48]([C:52]([F:55])([F:54])[F:53])[CH2:47][C:46]=2[OH:56])[NH:31][C:32]([NH:34][C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([C:41]([F:44])([F:43])[F:42])[CH:36]=2)=[O:33])=[CH:26][CH:25]=1)#[N:23]>ClCCl>[C:22]([C:24]1[CH:25]=[CH:26][C:27]([CH:30]([C:45]2[C:46](=[O:56])[CH2:47][CH:48]([C:52]([F:53])([F:55])[F:54])[CH2:12][C:11]=2[O:8][CH2:9][CH3:10])[NH:31][C:32]([NH:34][C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([C:41]([F:42])([F:43])[F:44])[CH:36]=2)=[O:33])=[CH:28][CH:29]=1)#[N:23]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 2723982Triethyloxonium tetrafluoroborateHCID 86732301HCID 86732301, compound2×

Product 1

HCID 86732302HCID 86732302, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethyloxonium tetrafluoroborate (1.82 g, 9.57 mmol) is added to a mixture of N,N-diisopropylethylamine (1.92 mL, 11.0 mmol) and 1-((4-cyanophenyl)(2-hydroxy-6-oxo-4-(tri-fluoromethyl)cyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)urea (intermediate 12, 2.38 g, 4.79 mmol) in dichloromethane (30 mL). The mixture is stirred at room temperature for 1 h and washed three times with water. The organic layer is dried over Na2SO4 and concentrated under reduced pressure. Yield: 1.66 g; ESI mass spectrum [M+H]+=525, Retention time HPLC: 1.25 min (V011_S01).

Workup

  1. washwashed three times with water
  2. dry with materialThe organic layer is dried over Na2SO4
  3. concentrationconcentrated under reduced pressure
  4. custom1.25 min (V011_S01)

Sources & evidence

ORD record
ord-664e24480920497099b73c77e4087c5b
Source dataset
uspto-grants-2015_08
Patent number
US09115093B2

Reaction notes

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