Hydrochloric Acid → HCID 71542909, compound

HRID 1402610Notes

Reaction equation

HRID 1402610 reaction equation
C([O:3][CH:4](OCC)[CH2:5][CH2:6][NH:7][C:8]([C:10]1[CH:14]=[C:13]([C:15]2[CH:20]=[C:19]([O:21][C:22]3[CH:27]=[CH:26][C:25]([NH:28][C:29]([NH:31][C:32]4[CH:37]=[C:36]([CH3:38])[CH:35]=[CH:34][C:33]=4[F:39])=[O:30])=[CH:24][CH:23]=3)[CH:18]=[CH:17][N:16]=2)[NH:12][CH:11]=1)=[O:9])C.Cl.O>C1COCC1>[F:39][C:33]1[CH:34]=[CH:35][C:36]([CH3:38])=[CH:37][C:32]=1[NH:31][C:29]([NH:28][C:25]1[CH:24]=[CH:23][C:22]([O:21][C:19]2[CH:18]=[CH:17][N:16]=[C:15]([C:13]3[NH:12][CH:11]=[C:10]([C:8]([NH:7][CH2:6][CH2:5][CH:4]=[O:3])=[O:9])[CH:14]=3)[CH:20]=2)=[CH:27][CH:26]=1)=[O:30]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 71542356HCID 71542356, compound

Product 1

HCID 71542909HCID 71542909, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of N-(3,3-diethoxypropyl)-5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxamide (800 mg, 1.39 mmol) in 10 ml of THF was added 2M HCl (1 ml, 1 mmol). The mixture was stirred at room temperature under nitrogen for 1.5 hours, and poured into 100 ml of water with vigorous stirring. The precipitates were filtered, washed with water, and dried in vacuo to give 5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-N-(3-oxopropyl)-1H-pyrrole-3-carboxamide as off-white solid. Yield: 680 mg, 98%.

Workup

  1. filtrationThe precipitates were filtered
  2. washwashed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-7eae62870fcd4f298b3a0b838c3cd540
Source dataset
uspto-grants-2014_12
Patent number
US08906944B2

Reaction notes

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