Hydrochloric Acid → HCID 71541978, compound

HRID 1402555Notes

Reaction equation

HRID 1402555 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]([F:28])=[C:24]([NH:29][C:30]([C:32]4[O:33][CH:34]=[CH:35][C:36]=4[CH3:37])=[O:31])[CH:23]=3)[CH:18]=[CH:17][N:16]=2)[NH:12][CH:11]=1)=[O:9])C.Cl.O.[OH-].[Na+]>O1CCCC1>[F:28][C:25]1[CH:26]=[CH:27][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:23][C:24]=1[NH:29][C:30]([C:32]1[O:33][CH:34]=[CH:35][C:36]=1[CH3:37])=[O:31]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 71542164HCID 71542164, compound

Product 1

HCID 71541978HCID 71541978, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of N-(3,3-diethoxypropyl)-5-(4-{4-fluoro-3-[(3-methyl-2-furoyl)amino]phenoxy}pyridin-2-yl)-1H-pyrrole-3-carboxamide (380 mg, 0.69 mmol) in 15 ml of tetrahydrofuran was added 1 ml of 2M HCl (2.0 mmol). The mixture was stirred at room temperature for 90 minutes and poured into 100 ml of water. 1M NaOH solution was added slowly until pH=7˜8. The precipitates were filtered, washed with water and dried in vacuo to give 5-(4-{4-fluoro-3-[(3-methyl-2-furoyl)amino]phenoxy}pyridin-2-yl)-N-(3-oxopropyl)-1H-pyrrole-3-carboxamide as white solid. Yield: 270 mg, 82%.

Workup

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

Sources & evidence

ORD record
ord-7d065a1ea60f4a23b79794159b7a3db8
Source dataset
uspto-grants-2014_12
Patent number
US08906944B2

Reaction notes

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