Sodium Cyanide → HCID 24753373, compound

HRID 561096Notes

Reaction equation

HRID 561096 reaction equation
[NH2:1][C:2]1[C:11]([F:12])=[C:10]([NH:13][CH2:14][CH2:15][NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[C:9]([F:23])=[C:8]2[C:3]=1[C:4](=[O:30])[C:5](C(O)=O)=[CH:6][N:7]2[CH:24]1[CH2:26][CH2:25]1.[C-]#N.[Na+]>CS(C)=O>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([NH:13][CH2:14][CH2:15][NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[C:9]([F:23])=[C:8]2[C:3]=1[C:4](=[O:30])[CH:5]=[CH:6][N:7]2[CH:24]1[CH2:25][CH2:26]1

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 24753198HCID 24753198, compound

Product 1

HCID 24753373HCID 24753373, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 8 (100 mg, 0.24 mmol) and NaCN (117 mg, 2.4 mmol) in DMSO (2 mL) was stirred at 120° C. for 2 h. The reaction mixture was cooled and freeze-dried overnight. The crude product was purified by column chromatography (CH2Cl2: EtOAc 10:1) to yield 9 (71 mg, 80%) as a yellow solid.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customfreeze-dried overnight
  3. customThe crude product was purified by column chromatography (CH2Cl2: EtOAc 10:1)

Sources & evidence

ORD record
ord-8d4c8c40ff064618b3f2720b1e7c6131
Source dataset
uspto-grants-2011_11
Patent number
US08063221B2

Reaction notes

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