Triethylamine → HCID 57860968, compound

HRID 1928770Notes

Reaction equation

HRID 1928770 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.[S:22](N)([NH:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])(=[O:24])=[O:23].CN([N+]1C=CC=CC=1)C.C(N(CC)CC)C>C(#N)C>[C:29]([O:28][C:26](=[O:27])[NH:25][S:22]([NH:21][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[N:12]=[C:11]([NH:10][C@H:1]1[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[CH2:3][CH2:2]1)[CH:20]=[CH:19]2)(=[O:24])=[O:23])([CH3:32])([CH3:30])[CH3:31]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 57860958(R)-N2-Indan-1-yl-quinoline-2,6-diamineHCID 86634165HCID 86634165, compound

Product 1

HCID 57860968HCID 57860968, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

(R)—N2-Indan-1-yl-quinoline-2,6-diamine (0.09 g, 0.33 mmol) and dimethylamino pyridinium N-tert butoxycarbonyl sulfamide (0.12 g, 0.36 mmol) were dissolved in acetonitrile (2.0 mL). After addition of triethylamine (0.05 mL, 0.36 mmol) the reaction mixture was heated to reflux for 16 h. The solvent was removed and the residue subjected to column chromatography (silica gel, heptane/ethyl acetate=9:1/4:1/1:1). The title compound was obtained as a yellow solid (15 mg; 10%); MS: m/e=455.7 (M+H+).

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 16 h
  3. customThe solvent was removed

Sources & evidence

ORD record
ord-b42fb03ebcac42b2a3b32d81d0452ae3
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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