Hydrochloric Acid → HCID 86678331, compound

HRID 1402573Notes

Reaction equation

HRID 1402573 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])=[C:24]([F:40])[CH:23]=3)[CH:18]=[CH:17][N:16]=2)[NH:12][CH:11]=1)=[O:9])C.Cl.O>C1COCC1>[F:40][C:24]1[CH:23]=[C:22]([CH:27]=[CH:26][C:25]=1[NH:28][C:29]([NH:31][C:32]1[CH:37]=[C:36]([CH3:38])[CH:35]=[CH:34][C:33]=1[F:39])=[O:30])[O:21][C:19]1[CH:18]=[CH:17][N:16]=[C:15]([C:13]2[NH:12][CH:11]=[C:10]([C:8]([NH:7][CH2:6][CH2:5][CH:4]=[O:3])=[O:9])[CH:14]=2)[CH:20]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 71542357HCID 71542357, compound

Product 1

HCID 86678331HCID 86678331, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of N-(3,3-diethoxypropyl)-5-{4-[3-fluoro-4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxamide (240 mg, 0.40 mmol) in 10 ml of THF, was added 2M HCl (1 ml, 2 mmol). The mixture was stirred at room temperature for 1 hour, 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-[3-fluoro-4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-N-(3-oxopropyl)-1H-pyrrole-3-carboxamide as brown solid. Yield: 186 mg, 89%.

Workup

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

Sources & evidence

ORD record
ord-7fe0c79f81e649fc8f9f0ca6c1933868
Source dataset
uspto-grants-2014_12
Patent number
US08906944B2

Reaction notes

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