Acetic Anhydride → HCID 44219187, compound

HRID 1928881Notes

Reaction equation

HRID 1928881 reaction equation
[C@H:1]1([NH:10][C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH2:21])[CH:17]=3)[N:12]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>C(O)(=O)C>[C@H:1]1([NH:10][C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH:21][C:22](=[O:24])[CH3:23])[CH:17]=3)[N:12]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 57860958(R)-N2-Indan-1-yl-quinoline-2,6-diamine

Product 1

HCID 44219187HCID 44219187, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

(R)—N2-indan-1-yl-quinoline-2,6-diamine (551 mg, 2 mmol) was dissolved in acetic acid (5 mL) then acetic anhydride (378 ul, 4 mmol) was added and the mixture was stirred at for 16 h. The reaction mixture was extracted with ethyl acetate and sat. NaHCO3-sol., the organic layers were combined, dried over MgSO4, filtered and the solvents evaporated to give the title compound as a light brown foam (640 mg, 100%); MS: m/e=318.1 (M+H+).

Workup

  1. extractionThe reaction mixture was extracted with ethyl acetate and sat. NaHCO3-sol
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customthe solvents evaporated

Sources & evidence

ORD record
ord-140e62453e2647fbabaaeffb72d94ac3
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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