4-Amino-2,2,6,6-tetramethylpiperidine → [4-(4-Bromophenyl)-pyrimidin-2-yl]-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine

HRID 1434984Notes

Reaction equation

HRID 1434984 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[C:10](S(C)=O)[N:9]=2)=[CH:4][CH:3]=1.[NH2:17][CH:18]1[CH2:23][C:22]([CH3:25])([CH3:24])[NH:21][C:20]([CH3:27])([CH3:26])[CH2:19]1>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([NH:17][CH:18]3[CH2:19][C:20]([CH3:27])([CH3:26])[NH:21][C:22]([CH3:25])([CH3:24])[CH2:23]3)[N:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 375244-Amino-2,2,6,6-tetramethylpiperidineHCID 579361754-(4-Bromo-phenyl)-2-methanesulfinyl-pyrimidine

Product 1

HCID 57936126[4-(4-Bromophenyl)-pyrimidin-2-yl]-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine

Procedure

4-(4-Bromo-phenyl)-2-methanesulfinyl-pyrimidine (0.25 g, 0.84 mmol) and 4-amino-2,2,6,6,-tetramethylpiperidine (1 ml) were heated for 45 minutes at 130° C. Evaporation and chromatography on silicagel (EtOAc/MeOH/ammonia:95/4.5/0.5 to 90/9/1) gave the title compound as white crystals. Yield: 260 mg (78%).

Workup

  1. customEvaporation and chromatography on silicagel (EtOAc/MeOH/ammonia:95/4.5/0.5 to 90/9/1)

Sources & evidence

ORD record
ord-d8598f56678a45d8a7b4ee9103190182
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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