4-Tert-Butylaniline → HCID 11383178, compound

HRID 971190Notes

Reaction equation

HRID 971190 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:12]([N:19]1[CH2:28][CH2:27][C:26]2[C:25](Cl)=[N:24][CH:23]=[N:22][C:21]=2[CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(#N)C.CCCCCC>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:25]2[C:26]3[CH2:27][CH2:28][N:19]([CH2:12][C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[CH2:20][C:21]=3[N:22]=[CH:23][N:24]=2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 698614-Tert-ButylanilineHCID 219588387-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine

Product 1

HCID 11383178HCID 11383178, compoundYield 85.9%

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8058HexaneSolvent

Procedure

A mixture of 4-tert-butylbenzenamine (0.312 mL, 1.98 mmol) and 7-benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine (0.467 g, 1.80 mmol), prepared as described in Example 1.B. in acetonitile (2 mL) was heated in a sealed tube at 170° C. in a microwave (Emrys Optimizer model, Personal Chemistry) for five min. Upon cooling to room temperature, a precipitate formed. The mixture was diluted with hexane (5 mL) and the precipitate was collected by filtration to give 0.576 g of the title compound as a tan solid.

Workup

  1. customprepared
  2. customa precipitate formed
  3. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-4f28f406fd3044929a3d0abbf38f0cf9
Source dataset
uspto-grants-2007_12
Patent number
US07312330B2

Reaction notes

Loading…