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

3-(4-Methylpiperazine-1-sulfonyl)aniline → HCID 57675113, compound

HRID 491198
Notes
Print preview

Reaction equation

HRID 491198 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH3:9])=[CH:4][N:3]=1.[CH3:10][N:11]1[CH2:16][CH2:15][N:14]([S:17]([C:20]2[CH:21]=[C:22]([NH2:26])[CH:23]=[CH:24][CH:25]=2)(=[O:19])=[O:18])[CH2:13][CH2:12]1>C(O)(=O)C>[CH3:9][C:5]1[C:6]([NH2:8])=[N:7][C:2]([NH:26][C:22]2[CH:23]=[CH:24][CH:25]=[C:20]([S:17]([N:14]3[CH2:13][CH2:12][N:11]([CH3:10])[CH2:16][CH2:15]3)(=[O:19])=[O:18])[CH:21]=2)=[N:3][CH:4]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 31976483-(4-Methylpiperazine-1-sulfonyl)anilineHCID 43021752-Chloro-5-methylpyrimidin-4-amine

Product 1

HCID 57675113HCID 57675113, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2-chloro-5-methyl-pyrimidin-4-ylamine (0.25 g, 1.74 mmol) and 3-(4-methyl-piperazine-1-sulfonyl)-phenylamine (0.50 g, 2.0 mmol) in acetic acid (4 mL) was sealed in a microwave reaction tube and irradiated with microwave at 130° C. for 15 min. After cooling to room temperature, the cap was removed and the mixture concentrated. The residue was taken in water (20 mL) and pH adjusted to ˜9 with 10% NaOH solution. The resulting solution was extracted with EtOAc (2×30 mL) and the organic layer separated. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuo and the crude product (˜0.42 g) used in the next step without purification. MS (ES+): m/z 363 (M+H)+.

Workup

  1. customwas sealed in a microwave reaction tube
  2. customirradiated with microwave at 130° C. for 15 min
  3. customthe cap was removed
  4. concentrationthe mixture concentrated
  5. extractionThe resulting solution was extracted with EtOAc (2×30 mL)
  6. customthe organic layer separated
  7. washThe combined organic layers were washed with brine
  8. dry with materialdried over anhydrous Na2SO4
  9. filtrationfiltered
  10. concentrationThe filtrate was concentrated in vacuo
  11. customthe crude product (˜0.42 g) used in the next step without purification

Sources & evidence

ORD record
ord-63714454c3714133b74fa6b7b074e8bd
Source dataset
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07528143B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes