4-Amino-2,2,6,6-tetramethylpiperidine → HCID 11474663, compound

HRID 1434917Notes

Reaction equation

HRID 1434917 reaction equation
CS([C:5]1[N:10]=[C:9]([C:11]2[S:15][C:14](/[CH:16]=[CH:17]/[CH:18]([OH:20])[CH3:19])=[CH:13][CH:12]=2)[CH:8]=[CH:7][N:6]=1)(=O)=O.[CH3:21][C:22]1([CH3:31])[CH2:27][CH:26]([NH2:28])[CH2:25][C:24]([CH3:30])([CH3:29])[NH:23]1.CCN(C(C)C)C(C)C>CO>[CH3:21][C:22]1([CH3:31])[CH2:27][CH:26]([NH:28][C:5]2[N:10]=[C:9]([C:11]3[S:15][C:14](/[CH:16]=[CH:17]/[CH:18]([OH:20])[CH3:19])=[CH:13][CH:12]=3)[CH:8]=[CH:7][N:6]=2)[CH2:25][C:24]([CH3:30])([CH3:29])[NH:23]1

Participants

5

Reactant 3

HCID 375244-Amino-2,2,6,6-tetramethylpiperidineHCID 81531DiisopropylethylamineHCID 57936141HCID 57936141, compound

Product 1

HCID 11474663HCID 11474663, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
120 °C

Procedure

(E)-4-[5-(2-Methanesulfonyl-pyrimidin-4-yl)-thiophen-2-yl]-but-3-en-2-ol (100 mg, 0.32 mmol) was mixed with 2,2,6,6-tetramethyl-piperidin-4-ylamine (0.2 ml, 1.15 mmol) and DIEA (0.2 ml, 1.17 mmol) and heated to 120° C. in a closed flask for 2 hours. The residue was then diluted with MeOH and purified by preparative HPLC to give the title compound. Yield: 25 mg (20%).

Workup

  1. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-d204d5f7529e40cfafd8b275ae470e96
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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