Water → HCID 15859133, compound

HRID 1420150Notes

Reaction equation

HRID 1420150 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[CH2:15][CH2:16][CH2:17][N:18]1[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[NH:20][C:19]1=[O:27].C(N(C(C)C)CC)(C)C.O>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:15][CH2:16][CH2:17][N:18]2[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[NH:20][C:19]2=[O:27])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 18104191-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one

Product 1

HCID 15859133HCID 15859133, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5.0 gm of 1 -t-butoxycarbonyl piperazine, 6.26 gm of 1-(3-chloro propyl)-2,3-dihydro-1H-benzimidazol-2-one (available from Janssen) and 4.16 gm diisopropylethylamine in 150 ml ethanol was kept for 12 hours at 80° C. Upon cooling to ambient temperature, 100 ml water was added and the mixture is extracted with CHCl3. The CHCl3. The CHCl3 extract was collected, washed with 20 ml water and dried over Na2SO4. After removing solvents 10 gm of a yellowish oil was obtained which was used without further purification in Example 10.

Workup

  1. extractionthe mixture is extracted with CHCl3
  2. extractionThe CHCl3 extract
  3. customwas collected
  4. washwashed with 20 ml water
  5. dry with materialdried over Na2SO4
  6. customAfter removing solvents 10 gm of a yellowish oil
  7. customwas obtained which
  8. customwas used without further purification in Example 10

Sources & evidence

ORD record
ord-abf88763466842c2acfe3e79cc179d94
Source dataset
uspto-grants-1999_03
Patent number
US05889010

Reaction notes

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