Hydrochloric Acid → N-[4-({2-[({4-[3-(Dimethylamino)azetidin-1-yl]piperidin-1-yl}carbonyl)amino]pyridin-4-yl}oxy)-2-fluorophenyl]-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide hydrochloride

HRID 2265754Notes

Reaction equation

HRID 2265754 reaction equation
[CH3:1][N:2]([CH3:46])[CH:3]1[CH2:6][N:5]([CH:7]2[CH2:12][CH2:11][N:10]([C:13]([NH:15][C:16]3[CH:21]=[C:20]([O:22][C:23]4[CH:28]=[CH:27][C:26]([NH:29][C:30]([C:32]5([C:35]([NH:37][C:38]6[CH:43]=[CH:42][C:41]([F:44])=[CH:40][CH:39]=6)=[O:36])[CH2:34][CH2:33]5)=[O:31])=[C:25]([F:45])[CH:24]=4)[CH:19]=[CH:18][N:17]=3)=[O:14])[CH2:9][CH2:8]2)[CH2:4]1.[ClH:47].O>CC(C)=O>[ClH:47].[CH3:1][N:2]([CH3:46])[CH:3]1[CH2:6][N:5]([CH:7]2[CH2:12][CH2:11][N:10]([C:13]([NH:15][C:16]3[CH:21]=[C:20]([O:22][C:23]4[CH:28]=[CH:27][C:26]([NH:29][C:30]([C:32]5([C:35]([NH:37][C:38]6[CH:43]=[CH:42][C:41]([F:44])=[CH:40][CH:39]=6)=[O:36])[CH2:34][CH2:33]5)=[O:31])=[C:25]([F:45])[CH:24]=4)[CH:19]=[CH:18][N:17]=3)=[O:14])[CH2:9][CH2:8]2)[CH2:4]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 16118391N-[4-({2-[({4-[3-(Dimethylamino)azetidin-1-yl]piperidin-1-yl}carbonyl)amino]pyridin-4-yl]oxy)-2-fluorophenyl]-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

Product 1

HCID 68689898N-[4-({2-[({4-[3-(Dimethylamino)azetidin-1-yl]piperidin-1-yl}carbonyl)amino]pyridin-4-yl}oxy)-2-fluorophenyl]-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide hydrochlorideYield 96%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

N-[4-({2-[({4-[3-(Dimethylamino)azetidin-1-yl]piperidin-1-yl}carbonyl)amino]pyridin-4-yl}oxy)-2-fluorophenyl]-N′-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide (31.7 mg) was suspended in acetone (0.317 ml). To this was added a 5M hydrochloric acid (0.010 ml) and water (0.0059 ml) at room temperature, followed by stirring for 5 hr. After adding of acetone (0.317 ml), insoluble matter was collected by filtration and washed with acetone (0.159 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 (32.1 mg, 96%).

Workup

  1. filtrationwas collected by filtration
  2. washwashed with acetone (0.159 ml
  3. customThis was dried under aeration at room temperature
  4. customhot air-dried at 60° C.

Sources & evidence

ORD record
ord-d69e54140ef04992a2bf21258da18752
Source dataset
uspto-grants-2010_12
Patent number
US07855290B2

Reaction notes

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