Diisopropylethylamine → HCID 118483209, compound

HRID 1773351Notes

Reaction equation

HRID 1773351 reaction equation
Cl[C:2]1[N:7]([CH2:8][CH2:9][CH2:10][O:11][CH3:12])[C:6](=[O:13])[CH:5]=[C:4]([Cl:14])[N:3]=1.[C:15]([O:19][C:20](=[O:28])[NH:21][CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)([CH3:18])([CH3:17])[CH3:16].CCN(C(C)C)C(C)C>CN(C=O)C>[C:15]([O:19][C:20](=[O:28])[NH:21][CH:22]1[CH2:27][CH2:26][N:25]([C:2]2[N:7]([CH2:8][CH2:9][CH2:10][O:11][CH3:12])[C:6](=[O:13])[CH:5]=[C:4]([Cl:14])[N:3]=2)[CH2:24][CH2:23]1)([CH3:18])([CH3:16])[CH3:17]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 7238334-(N-Boc-amino)piperidineHCID 118483138HCID 118483138, compound

Product 1

HCID 118483209HCID 118483209, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2,6-dichloro-3-(3-methoxy-propyl)-3H-pyrimidin-4-one (400 mg, 1.68 mmol), piperidin-4-yl-carbamic acid tert-butyl ester (405 mg, 2 mmol) and DIEA (260 mg, 2.0 mmol) in DMF (20 mL) was stirred at 85° C. for 2 h. The solvent was concentrated, and the residue was purified by silica chromatography to give 500 mg of the title compound (75%). [M+H] Calc'd for C18H29ClN4O4, 400. Found, 400.

Workup

  1. concentrationThe solvent was concentrated
  2. customthe residue was purified by silica chromatography

Sources & evidence

ORD record
ord-97360ad02b124dcd9fab3feab120841c
Source dataset
uspto-grants-2016_02
Patent number
US09255097B2

Reaction notes

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