4-Amino-2,2,6,6-tetramethylpiperidine → {4-[5-Bromothiophen-2-yl]-pyrimidin-2-yl}-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine
Reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][N:10]=[C:9](S(C)=O)[N:8]=2)=[CH:4][CH:3]=1.[NH2:16][CH:17]1[CH2:22][C:21]([CH3:24])([CH3:23])[NH:20][C:19]([CH3:26])([CH3:25])[CH2:18]1>>[Br:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:16][CH:17]3[CH2:18][C:19]([CH3:26])([CH3:25])[NH:20][C:21]([CH3:24])([CH3:23])[CH2:22]3)[N:8]=2)=[CH:4][CH:3]=1Participants
3
Procedure
4-(5-Bromo-thiophen-2-yl)-2-methanesulfinyl-pyrimidine (110 mg, 0.36 mmol) and 4-amino-2,2,6,6,-tetramethyl piperidine (0.6 ml) were heated to 130° C. for 45 minutes. Evaporation and chromatography on silicagel (TBDME/MeOH/ammonia:90/9/1) gave the title compound as slightly coloured crystals. Yield: 100 mg (70%).
Workup
- customEvaporation and chromatography on silicagel (TBDME/MeOH/ammonia:90/9/1)
Sources & evidence
- ORD record
- ord-f999ee9fae2e4d2fa3461844f1b1f305
- Source dataset
- uspto-grants-2009_11
- Patent number
- US07615562B2
Reaction notes
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