3-Isocyanatobenzonitrile → HCID 56836182, compound

HRID 527912Notes

Reaction equation

HRID 527912 reaction equation
[CH3:1][NH:2][C@@H:3]1[CH2:7][CH2:6][N:5]([C:8]2[C:9]3[CH:16]=[CH:15][NH:14][C:10]=3[N:11]=[CH:12][N:13]=2)[CH2:4]1.[N:17]([C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[C:23]#[N:24])=[C:18]=[O:19]>O1CCOCC1>[N:11]1[C:10]2[NH:14][CH:15]=[CH:16][C:9]=2[C:8]([N:5]2[CH2:6][CH2:7][C@@H:3]([N:2]([CH3:1])[C:18]([NH:17][C:20]3[CH:27]=[CH:26][CH:25]=[C:22]([C:23]#[N:24])[CH:21]=3)=[O:19])[CH2:4]2)=[N:13][CH:12]=1

Participants

4

Reactant 2

HCID 27333153-IsocyanatobenzonitrileHCID 68027120HCID 68027120, compound

Product 1

HCID 56836182HCID 56836182, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of (R)—N-methyl-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine (50 mg, 0.230 mmol) and 3-isocyanatobenzonitrile (37 mg, 0.257 mmol) in 1,4-dioxane (1 mL) was refluxed overnight. The volatiles were removed under vacuum and the residue was purified by flash chromatography to give the title compound. MS (m/z): 362 (M+H)+.

Workup

  1. customThe volatiles were removed under vacuum
  2. customthe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-567183e2f3e44d7db1cd6b5a36cea7f0
Source dataset
uspto-grants-2016_05
Patent number
US09346810B2

Reaction notes

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