Water → HCID 56681780, compound

HRID 1914764Notes

Reaction equation

HRID 1914764 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[CH:10][C:11]([O:31][C:32]([F:35])([F:34])[F:33])=[C:12]([NH:14][C:15]3[N:24]=[CH:23][C:22]4[CH2:21][CH2:20][C:19]5[C:25]([C:28]([NH2:30])=[O:29])=[N:26][NH:27][C:18]=5[C:17]=4[N:16]=3)[CH:13]=2)[CH2:4][CH2:3]1.C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:43][CH2:44][Cl:45].O>CN(C=O)C>[Cl:45][CH2:44][CH2:43][N:27]1[C:18]2[C:17]3[N:16]=[C:15]([NH:14][C:12]4[CH:13]=[C:8]([N:5]5[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]5)[CH:9]=[CH:10][C:11]=4[O:31][C:32]([F:33])([F:35])[F:34])[N:24]=[CH:23][C:22]=3[CH2:21][CH2:20][C:19]=2[C:25]([C:28]([NH2:30])=[O:29])=[N:26]1

Participants

6

Reactant 4

HCID 962WaterHCID 78491-Bromo-2-ChloroethaneHCID 10796Cesium carbonateHCID 178480760HCID 178480760, compound

Product 1

HCID 56681780HCID 56681780, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 8-[5-(4-methyl-piperazin-1-yl)-2-trifluoromethoxy-phenylamino]-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide (488 mg, 1.0 mmol) and Cs2CO3 (490 mg, 1.5 mmol) was suspended in DMF (1 mL) and treated with 1-bromo-2-chloro-ethane (0.1 mL, 1.2 mmol) at room temperature. After 2 h the reaction mixture was poured into water and filtered, washed with water and dried to give the title compound (529 mg, 96% yield) as a white solid.

Workup

  1. filtrationfiltered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-c791cb1c0d9944bb8e297f35fa09341a
Source dataset
uspto-grants-2013_12
Patent number
US08614220B2

Reaction notes

Loading…