Hydrochloric Acid → HCID 71543002, compound

HRID 1402540Notes

Reaction equation

HRID 1402540 reaction equation
C([O:3][CH:4](OCC)[CH2:5][NH:6][C:7]([C:9]1[CH:13]=[C:12]([C:14]2[CH:19]=[C:18]([O:20][C:21]3[CH:26]=[CH:25][C:24]([NH:27][C:28]([NH:30][C:31]4[CH:36]=[C:35]([CH3:37])[CH:34]=[CH:33][C:32]=4[F:38])=[O:29])=[C:23]([F:39])[CH:22]=3)[CH:17]=[CH:16][N:15]=2)[NH:11][CH:10]=1)=[O:8])C.Cl.O.C([O-])(O)=O.[Na+]>C1COCC1>[F:39][C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][C:24]=1[NH:27][C:28]([NH:30][C:31]1[CH:36]=[C:35]([CH3:37])[CH:34]=[CH:33][C:32]=1[F:38])=[O:29])[O:20][C:18]1[CH:17]=[CH:16][N:15]=[C:14]([C:12]2[NH:11][CH:10]=[C:9]([C:7]([NH:6][CH2:5][CH:4]=[O:3])=[O:8])[CH:13]=2)[CH:19]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 71543003HCID 71543003, compound

Product 1

HCID 71543002HCID 71543002, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of N-(2,2-diethoxyethyl)-5-{4-[3-fluoro-4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxamide (550 mg, 0.95 mmol) in 10 ml of THF was added 2 ml of 2M HCl. The mixture was stirred at room temperature under nitrogen for overnight, and poured into 100 ml of water with vigorous stirring. Saturated NaHCO3 solution was added until pH=8. The precipitates were filtered, washed with water, and dried to give 5-{4-[3-fluoro-4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-N-(2-oxoethyl)-1H-pyrrole-3-carboxamide as off-white solid. Yield: 475 mg, 99%.

Workup

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

Sources & evidence

ORD record
ord-f8ea1df3ff88407db38b452103609e59
Source dataset
uspto-grants-2014_12
Patent number
US08906944B2

Reaction notes

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