1,4-Diaminocyclohexane → HCID 178490934, compound

HRID 2239873Notes

Reaction equation

HRID 2239873 reaction equation
Cl[C:2]1[CH:3]=[C:4]([N:14]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:5]2[N:6]([C:8]([C:11]([NH2:13])=[O:12])=[CH:9][N:10]=2)[N:7]=1.[CH2:30]1[CH:35]([NH2:36])[CH2:34][CH2:33][CH:32]([NH2:37])[CH2:31]1>O>[NH2:36][C@H:35]1[CH2:30][CH2:31][C@H:32]([NH:37][C:2]2[CH:3]=[C:4]([N:14]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=3)[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:5]3[N:6]([C:8]([C:11]([NH2:13])=[O:12])=[CH:9][N:10]=3)[N:7]=2)[CH2:33][CH2:34]1

Participants

4

Reactant 2

HCID 183741,4-DiaminocyclohexaneHCID 866117516-Chloro-8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazine-3-carboxamide

Product 1

HCID 178490934HCID 178490934, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
160 °C

Procedure

To a vial containing crude 6-chloro-8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazine-3-carboxamide 35 mgs from 1a was added trans-1,4-cyclohexyldiamine (250 mgs, mmol). The resulting mixture was heated to 160° C. for 4 h. The mixture was cooled to room temperature and diluted with water causing a precipitate to form. The precipitate was collected, washed with water and dried to give crude 6-((trans)-4-aminocyclohexylamino)-8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazine-3-carboxamide.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. customto form
  3. customThe precipitate was collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-f4450dd9f841431382ca957f6aff17dd
Source dataset
uspto-grants-2010_05
Patent number
US07723336B2

Reaction notes

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