HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Hydrochloric Acid → HCID 86585628, compound

HRID 2077747
Notes
Print preview

Reaction equation

HRID 2077747 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12](=[O:44])[O:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:23]3[CH:28]=[C:27]([Cl:29])[C:26]([C:30]([F:33])([F:32])[F:31])=[CH:25][C:24]=3[NH:34][C:35]([C:37]3[CH:41]=[C:40]([CH3:42])[N:39]([CH3:43])[N:38]=3)=O)=[CH:18][CH:17]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.Cl>[OH-].[Na+].C(O)C.O>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12](=[O:44])[O:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[C:23]4[CH:28]=[C:27]([Cl:29])[C:26]([C:30]([F:32])([F:31])[F:33])=[CH:25][C:24]=4[N:34]=[C:35]3[C:37]3[CH:41]=[C:40]([CH3:42])[N:39]([CH3:43])[N:38]=3)=[CH:18][CH:17]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 865856292-(4-{[5-chloro-2-{[(1,5-dimethyl-1H-pyrazol-3-yl)carbonyl]amino}-4-(trifluoromethyl)phenyl]amino}phenyl)ethyl (4-methylphenyl)sulfonylcarbamate

Product 1

HCID 86585628HCID 86585628, compoundYield 21.3%

Reagents, catalysts & solvents 3

HCID 702EthanolSolvent
HCID 962
Water
Solvent
HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 2-(4-{[5-chloro-2-{[1,5-dimethyl-1H-pyrazol-3-yl)carbonyl]amino}-4-(trifluoromethyl)phenyl]amino}phenyl)ethyl (4-methylphenyl)sulfonylcarbamate (step 3, 145 mg, 0.223 mmol) in 2N NaOH (1 ml) and ethanol (2 ml) was stirred at 50° C. for 85 h. After cooling, the pH value was adjusted to 4.0 by addition of 2N HCl. The mixture was diluted with water (80 ml), and extracted with dichloromethane (80 ml×3). The combined organic layer was washed with brine (50 ml), dried (MgSO4), and concentrated. Purification by PTLC eluting with hexane/ethyl acetate (1:3) to afford 30 mg (21%) of the title compound as a red solid.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with dichloromethane (80 ml×3)
  3. washThe combined organic layer was washed with brine (50 ml)
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customPurification by PTLC
  7. washeluting with hexane/ethyl acetate (1:3)

Sources & evidence

ORD record
ord-73a07972664845ada6caebe699a41b21
Source dataset
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07928119B2

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes