Hydrochloric Acid → HCID 59205166, compound

HRID 2242032Notes

Reaction equation

HRID 2242032 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=2)[N:3]=1.[NH2:21][C:22]1[CH:30]=[CH:29][C:28]2[CH2:27][CH2:26][CH2:25][C:24]=2[C:23]=1[S:31]([NH2:34])(=[O:33])=[O:32].Cl>C(O)(C)C>[CH3:20][O:19][C:11]1[CH:10]=[C:9]([NH:8][C:4]2[N:3]=[C:2]([NH:21][C:22]3[CH:30]=[CH:29][C:28]4[CH2:27][CH2:26][CH2:25][C:24]=4[C:23]=3[S:31]([NH2:34])(=[O:32])=[O:33])[CH:7]=[CH:6][N:5]=2)[CH:14]=[C:13]([O:15][CH3:16])[C:12]=1[O:17][CH3:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 57751017HCID 57751017, compoundHCID 58154431HCID 58154431, compound

Product 1

HCID 59205166HCID 59205166, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

(4-Chloro-pyrimidin-2-yl)-(3,4,5-trimethoxy-phenyl)-amine (240 mg, 0.81 mmol) and 5-amino-indan-4-sulfonic acid amide (190 mg, 0.89 mmol) are suspended in isopropanol (15 ml). Conc. HCl (1.5 ml) is added. The mixture is heated to reflux for 1 h. The reaction mixture is separated between ethyl acetate (300 ml) and water (100 ml). NaHCO3 is added to achieve basic pH. The layers are separated. The organic layer is dried with Na2SO4 and evaporated. The residue is crystallized from ethyl acetate to give 5-[2-(3,4,5-trimethoxy-phenylamino)-pyrimidin-4-ylamino]-indan-4-sulfonic acid amide.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 1 h
  3. customThe reaction mixture is separated between ethyl acetate (300 ml) and water (100 ml)
  4. additionNaHCO3 is added
  5. customThe layers are separated
  6. dry with materialThe organic layer is dried with Na2SO4
  7. customevaporated
  8. customThe residue is crystallized from ethyl acetate

Sources & evidence

ORD record
ord-4a4e92b0fd5f460192f82e99e8e5b5dc
Source dataset
uspto-grants-2010_03
Patent number
US07671063B2

Reaction notes

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