Water → HCID 59454315, compound

HRID 1914760Notes

Reaction equation

HRID 1914760 reaction equation
CN([CH:4]=[C:5]1[C:13](=O)[C:12]2[N:11]([CH2:15][CH2:16][OH:17])[N:10]=[C:9]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:8]=2[CH2:7][CH2:6]1)C.[CH3:23][N:24]1[CH2:29][CH2:28][N:27]([C:30]2[CH:31]=[CH:32][C:33]([O:40][C:41]([F:44])([F:43])[F:42])=[C:34]([NH:36][C:37]([NH2:39])=[NH:38])[CH:35]=2)[CH2:26][CH2:25]1.O>CN(C=O)C>[OH:17][CH2:16][CH2:15][N:11]1[C:12]2[C:13]3[N:39]=[C:37]([NH:36][C:34]4[CH:35]=[C:30]([N:27]5[CH2:28][CH2:29][N:24]([CH3:23])[CH2:25][CH2:26]5)[CH:31]=[CH:32][C:33]=4[O:40][C:41]([F:44])([F:42])[F:43])[N:38]=[CH:4][C:5]=3[CH2:6][CH2:7][C:8]=2[C:9]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[N:10]1

Participants

5

Reactant 3

HCID 962WaterHCID 68668184HCID 68668184, compoundHCID 178480761HCID 178480761, compound

Product 1

HCID 59454315HCID 59454315, compoundYield 61.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of 2.66 g (8.34 mmol) of ethyl 6-[(dimethylamino)methylene]-7-oxo-1-(2-hydroxy-ethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate in 15 mL of DMF, 2.64 g (8.34 mmol) of N-[5-(4-methyl-piperazin-1-yl)-2-trifluoromethoxy-phenyl]-guanidine was added. The mixture was stirred for 4 h at 110° C. After cooling the mixture was poured into water (100 mL) and stirred for 30 minutes. The precipitate was filtered, washed with water and dried to yield 2.86 g of title compound (61%).

Workup

  1. temperatureAfter cooling the mixture
  2. stirringstirred for 30 minutes
  3. filtrationThe precipitate was filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-70e4723156144a4f9ac88d154a675690
Source dataset
uspto-grants-2013_12
Patent number
US08614220B2

Reaction notes

Loading…