Ammonia → HCID 58810120, compound

HRID 13848Notes

Reaction equation

HRID 13848 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([N:15]([CH3:23])[C:16]([CH2:18][C:19]([O:21][CH3:22])=[O:20])=[O:17])[C:12]([C:24]#[N:25])=[CH:11][C:10]=1[C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1.N>C1COCC1.CO>[NH2:25][C:24]1[C:12]2[C:13](=[N:14][C:9]([C:3]3[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=3[Cl:1])=[C:10]([C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=3)[CH:11]=2)[N:15]([CH3:23])[C:16](=[O:17])[C:18]=1[C:19]([O:21][CH3:22])=[O:20]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 68718161HCID 68718161, compound

Product 1

HCID 58810120HCID 58810120, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To the product of Step A EXAMPLE 91 (100 mg) in THF (1 mL) was added 2 mL of NH3 in methanol (7 M). The reaction stirred for 3.5 hours at room temperature before it was concentrated. The residue was dissolved in CH2Cl2 and washed with saturated aqueous NaHCO3. The solution was dried (Na2SO4) and concentrated to afford the title compound. HPLC/MS: 488.0 (M+1), 490.0 (M+3); Rt=4.05 min.

Workup

  1. concentrationwas concentrated
  2. dissolutionThe residue was dissolved in CH2Cl2
  3. washwashed with saturated aqueous NaHCO3
  4. dry with materialThe solution was dried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a066ef56687e4ccfba7801f77ac0533b
Source dataset
uspto-grants-2010_06
Patent number
US07728141B2

Reaction notes

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