Hydrochloric Acid → N-[4-({2-[(Azetidin-1-ylcarbonyl)amino]pyridin-4-yl}oxy)-2-fluorophenyl]-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide hydrochloride

HRID 2265753Notes

Reaction equation

HRID 2265753 reaction equation
[N:1]1([C:5]([NH:7][C:8]2[CH:13]=[C:12]([O:14][C:15]3[CH:20]=[CH:19][C:18]([NH:21][C:22]([C:24]4([C:27]([NH:29][C:30]5[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=5)=[O:28])[CH2:26][CH2:25]4)=[O:23])=[C:17]([F:37])[CH:16]=3)[CH:11]=[CH:10][N:9]=2)=[O:6])[CH2:4][CH2:3][CH2:2]1.[ClH:38]>CC(C)=O>[ClH:38].[N:1]1([C:5]([NH:7][C:8]2[CH:13]=[C:12]([O:14][C:15]3[CH:20]=[CH:19][C:18]([NH:21][C:22]([C:24]4([C:27]([NH:29][C:30]5[CH:31]=[CH:32][C:33]([F:36])=[CH:34][CH:35]=5)=[O:28])[CH2:25][CH2:26]4)=[O:23])=[C:17]([F:37])[CH:16]=3)[CH:11]=[CH:10][N:9]=2)=[O:6])[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 16118806N-[4-({2-[(Azetidin-1-ylcarbonyl)amino]pyridin-4-yl)oxy)-2-fluorophenyl]-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

Product 1

HCID 68688457N-[4-({2-[(Azetidin-1-ylcarbonyl)amino]pyridin-4-yl}oxy)-2-fluorophenyl]-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide hydrochlorideYield 97%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

N-[4-({2-[(Azetidin-1-ylcarbonyl)amino]pyridin-4-yl}oxy)-2-fluorophenyl]-N′-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide (25.4 mg) was suspended in acetone (0.254 ml). To this was added a 5M hydrochloric acid (0.010 ml) at room temperature, followed by stirring for 3 hr. After adding of acetone (0.127 ml), insoluble matter was collected by filtration and washed with acetone (0.127 ml, twice). This was dried under aeration at room temperature, then hot air-dried at 60° C. to provide the titled compound as white powder (26.5 mg, 97%).

Workup

  1. filtrationwas collected by filtration
  2. washwashed with acetone (0.127 ml
  3. customThis was dried under aeration at room temperature
  4. customhot air-dried at 60° C.

Sources & evidence

ORD record
ord-d6884a9d84794cf8bc7acb03a62971c3
Source dataset
uspto-grants-2010_12
Patent number
US07855290B2

Reaction notes

Loading…