Water → HCID 57642848, compound

HRID 2112896Notes

Reaction equation

HRID 2112896 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([N+:20]([O-:22])=[O:21])=[C:18](Cl)[N:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:24][CH2:25][CH2:26][C:27]#[N:28].C(N(CC)CC)C.O>C(#N)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([N+:20]([O-:22])=[O:21])=[C:18]([NH:28][CH2:27][CH2:26][C:25]#[N:24])[N:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 16473-AminopropionitrileHCID 8471TriethylamineHCID 21477639tert-Butyl 4-(6-chloro-5-nitropyrimidin-4-yl)piperazine-1-carboxylate

Product 1

HCID 57642848HCID 57642848, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-(6-Chloro-5-nitro-pyrimidin-4-yl)piperazine-1-carboxylic acid t-butyl ester (3.0 g) was dissolved in acetonitrile (30 mL), and then 3-aminopropionitrile (0.71 mL) and triethylamine (1.58 mL) were added to this solution. After stirring the reaction solution at room temperature for 14 hours, water (60 mL) was added. The reaction solution was stirred at room temperature for 30 minutes, and then the precipitate was collected by filtration. The obtained yellow solid was washed with water and hexane to give the title compound (1.97 g).

Workup

  1. stirringThe reaction solution was stirred at room temperature for 30 minutes
  2. filtrationthe precipitate was collected by filtration
  3. washThe obtained yellow solid was washed with water and hexane

Sources & evidence

ORD record
ord-4765f89816664e41a0c47ac51d603d5c
Source dataset
uspto-grants-2009_04
Patent number
US07524847B2

Reaction notes

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