Acetonitrile → HCID 89705144, compound

HRID 528675Notes

Reaction equation

HRID 528675 reaction equation
[C:1]([C@@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[C:8](=[O:18])[CH2:9][NH:10]C(=O)OC(C)(C)C)#[N:2].C(#N)C.[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25]>>[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25].[NH2:10][CH2:9][C:8]([N:4]1[CH2:5][CH2:6][CH2:7][C@H:3]1[C:1]#[N:2])=[O:18]

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 6422Trifluoroacetic acidHCID 68036711HCID 68036711, compound

Product 1

HCID 89705144HCID 89705144, compound

Conditions

Temperature
0 °C

Procedure

The nitrile obtained from step 4 (1.21 g, 4.78 mmol) was dissolved in acetonitrile (9.95 mL, 191.3 mmol) and cooled to 0° C. Trifluoroacetic acid (7.1 mL, 96.63 mmol) was added dropwise. The solution was stirred overnight, concentrated and washed with ether (2×15 mL) to yield the crude product as an orange oily substance Yield: 2.00 g, 99%.

Workup

  1. concentrationconcentrated
  2. washwashed with ether (2×15 mL)

Sources & evidence

ORD record
ord-4607306f92d3497d87d238601a49a514
Source dataset
uspto-grants-2016_05
Patent number
US09346814B2

Reaction notes

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