Triethylamine → HCID 10133240, compound

HRID 1827173Notes

Reaction equation

HRID 1827173 reaction equation
[NH2:1][CH2:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[O:10])[CH2:5][CH2:4]1.Cl[C:21]1[N:26]=[CH:25][C:24]([F:27])=[CH:23][N:22]=1.C(N(CC)CC)C>CN(C=O)C>[F:19][C:16]1[CH:17]=[CH:18][C:13]([CH2:12][O:11][C:9]([N:6]2[CH2:5][CH2:4][CH:3]([CH2:2][NH:1][C:21]3[N:26]=[CH:25][C:24]([F:27])=[CH:23][N:22]=3)[CH2:8][CH2:7]2)=[O:10])=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 5834662-Chloro-5-fluoropyrimidineHCID 22135582HCID 22135582, compound2×

Product 1

HCID 10133240HCID 10133240, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of (4-fluoro-benzyl)-4-(aminomethyl)piperidine-1-carboxylate (INTERMEDIATE 2C) (0.10 g, 0.38 mmol), 2-chloro-5-fluoro-pyrimidine (0.05 g, 0.38 mmol) and triethylamine (0.11 mL, 0.75 mmol) in DMF (1 mL) was heated at 100° C. for 6 h, then concentrated in vacuo. The residue was purified by silica gel chromatography (CH2Cl2/IPA/hexanes) to give 4-[(5-fluoro-pyrimidin-2-ylamino)-methyl]-piperidine-1-carboxylic acid-4-fluoro-benzyl ester. M.S.(M+1):363.31

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by silica gel chromatography (CH2Cl2/IPA/hexanes)

Sources & evidence

ORD record
ord-3a8d7b76e08441bc93787b15e3c4b17f
Source dataset
uspto-grants-2006_05
Patent number
US07053089B2

Reaction notes

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