Water → HCID 117600048, compound

HRID 1497707Notes

Reaction equation

HRID 1497707 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH:9]([N:16](C2CCN(C)CC2)[CH3:17])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:3]=1.[CH2:25]1[CH2:29]O[CH2:27][CH2:26]1.[OH2:30]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:7][CH:8]=1)[NH:6][C:17](=[O:30])[N:16]([CH2:27][CH:26]1[CH2:4][CH2:9][N:16]([CH3:17])[CH2:29][CH2:25]1)[CH:9]2[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 962WaterHCID 8028TetrahydrofuranHCID 117600269HCID 117600269, compound

Product 1

HCID 117600048HCID 117600048, compound

Conditions

Temperature
60 °C

Procedure

A mixture of 4-Bromo-2-[[(1-methyl-4-piperidyl)-methylamino]-phenyl-methyl]aniline (0.96 g, 2.5 mmol), N,N′-carbonyldiimidazole (0.4 g, 2.5 mmol) and THF (20 ml) is stirred overnight at 60° C. Water is added and the mixture is extracted with EtOAc. The combined organic layers are dried over MgSO4 and concentrated in vacuo. The product is purified by RP HPLC.

Workup

  1. extractionthe mixture is extracted with EtOAc
  2. dry with materialThe combined organic layers are dried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe product is purified by RP HPLC

Sources & evidence

ORD record
ord-edfc96fba1fb4026bbd3f541a966f2aa
Source dataset
uspto-grants-2015_12
Patent number
US09199988B2

Reaction notes

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