Ammonia → HCID 18406993, compound

HRID 1016456Notes

Reaction equation

HRID 1016456 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([CH3:21])[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=3[O:19][CH3:20])=[C:6]2[N:5]=[C:4]([CH3:22])[CH:3]=1.[CH2:23]([NH2:26])[CH2:24][NH2:25].N.C(Cl)Cl>CC#N.CO>[NH2:25][CH2:24][CH2:23][NH:26][C:2]1[N:7]2[N:8]=[C:9]([CH3:21])[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=3[O:19][CH3:20])=[C:6]2[N:5]=[C:4]([CH3:22])[CH:3]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 3301EthylenediamineHCID 6344DichloromethaneHCID 18406998HCID 18406998, compound

Product 1

HCID 18406993HCID 18406993, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6342AcetonitrileSolvent

Procedure

Dissolve 7-chloro-2,5-dimethyl-3-(2,4-dimethoxyphenyl)-pyrazolo[1,5-a] pyrimidine in 25 mL CH3CN, then add excess ethylenediamine (5 mL) and heat to 80° C. for 3-6 h under N2 with attached reflux condenser. (TLC: [10% (2.0M NH3 in MeOH)/90% CH2Cl2] as eluent). Cool to ambient temperature and evaporate to yellow oil. Partition between CH2Cl2 (50 mL) and 1.0 N NaOH (50 mL), and extract aqueous layer 2×30 mL CH2Cl2. Pool organic layers, dry over Na2SO4, filter and evaporate to yellow-white foam. Use without further purification.

Workup

  1. customevaporate to yellow oil
  2. customPartition between CH2Cl2 (50 mL) and 1.0 N NaOH (50 mL)
  3. extractionextract aqueous layer 2×30 mL CH2Cl2
  4. dry with materialPool organic layers, dry over Na2SO4
  5. filtrationfilter
  6. customevaporate to yellow-white foam
  7. customUse without further purification

Sources & evidence

ORD record
ord-8772509a27a74e9d84f47c86d9609fd5
Source dataset
uspto-grants-2002_11
Patent number
US06476038B1

Reaction notes

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