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

Water → ethyl 7-((1-methyl-1H-pyrazol-4-yl)methylamino)pyrazolo[1,5-a]pyrimidine-5-carboxylate

HRID 1850363
Notes
Print preview

Reaction equation

HRID 1850363 reaction equation
Cl[C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[C:4]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:3]=1.[CH3:16][N:17]1[CH:21]=[C:20]([CH2:22][NH2:23])[CH:19]=[N:18]1.C(N(CC)CC)C.O>CS(C)=O>[CH3:16][N:17]1[CH:21]=[C:20]([CH2:22][NH:23][C:2]2[N:7]3[N:8]=[CH:9][CH:10]=[C:6]3[N:5]=[C:4]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:3]=2)[CH:19]=[N:18]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 671225(1-methyl-1H-pyrazol-4-yl)methanamineHCID 12366074Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-5-carboxylate

Product 1

HCID 66836515ethyl 7-((1-methyl-1H-pyrazol-4-yl)methylamino)pyrazolo[1,5-a]pyrimidine-5-carboxylate

Reagents, catalysts & solvents 1

HCID 679
Dimethyl Sulfoxide
Solvent

Conditions

Temperature
100 °C

Procedure

To a solution of ethyl 7-chloropyrazolo[1,5-a]pyrimidine-5-carboxylate (2.0 g, 8.9 mmol) in 15 mL DMSO were added (1-methyl-1H-pyrazol-4-yl)methanamine and triethylamine (2.69 g, 3.71 mL, 26.6 mmol), and the mixture was heated at 100° C. under microwave irradiation for 15 minutes. The reaction was then added to water (50 mL), and the precipitate was collected by filtration. The resulting white solid was carried forward without further purification. MS (Electrospray): m/z 301.2 (MH+).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. customThe resulting white solid was carried forward without further purification

Sources & evidence

ORD record
ord-b96000184f614e778b4a67cfa342387c
Source dataset
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08957077B2

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes