Hydrogen chloride-ethyl acetate → HCID 131730968, compound

HRID 2035505Notes

Reaction equation

HRID 2035505 reaction equation
C(OC([NH:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:24]3[N:29]=[CH:28][C:27]([CH2:30][C:31]([NH2:33])=[O:32])=[C:26]([NH:34][CH2:35][C:36]4[CH:41]=[C:40]([F:42])[CH:39]=[C:38]([F:43])[CH:37]=4)[CH:25]=3)=[CH:19][CH:18]=2)[CH2:13][CH2:12]1)=O)(C)(C)C.Cl.C(OCC)(=O)C>C(Cl)(Cl)Cl>[NH2:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:24]3[N:29]=[CH:28][C:27]([CH2:30][C:31]([NH2:33])=[O:32])=[C:26]([NH:34][CH2:35][C:36]4[CH:41]=[C:40]([F:42])[CH:39]=[C:38]([F:43])[CH:37]=4)[CH:25]=3)=[CH:19][CH:18]=2)[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 131730967HCID 131730967, compound2×

Product 1

HCID 131730968HCID 131730968, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

18 mg of 6-[(4-{4-[2-(tert-butoxycarbonyl)aminoethyl]piperazin-1-yl}phenyl)amino]-4-[(3,5-difluorobenzyl)amino]pyridine-3-carboxyamide (the compound of Example 247) was dissolved in 0.5 mL of chloroform, to which, under ice cooling, 0.5 mL of 4 mol/L hydrochloric acid-ethyl acetate was added, and stirred at room temperature for 2 hours. The solvent was evaporated and the residue was purified by silica gel thin layer chromatography (chloroform:ammonia methanol=10:1) to obtain 15 mg (95%) of the title compound as a slight yellow crystalline powder.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by silica gel thin layer chromatography (chloroform:ammonia methanol=10:1)

Sources & evidence

ORD record
ord-42f5a544f4194a7aaffc787da4a88992
Source dataset
uspto-grants-2013_11
Patent number
US08575153B2

Reaction notes

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