2,2-Diphenylethylamine → HCID 178420280, compound

HRID 1883556Notes

Reaction equation

HRID 1883556 reaction equation
Cl[C:2]1[N:10]=[C:9]([NH:11][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][NH:6]2.[C:20]1([CH:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:27][NH2:28])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(N(CC)C(C)C)(C)C>C(O)(C)C>[C:29]1([CH:26]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH2:27][NH:28][C:2]2[N:10]=[C:9]([NH:11][CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)[N:8]=[C:7]3[C:3]=2[N:4]=[CH:5][NH:6]3)[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

5

Reactant 3

HCID 775752,2-DiphenylethylamineHCID 81531DiisopropylethylamineHCID 178478405HCID 178478405, compound

Product 1

HCID 178420280HCID 178420280, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of Intermediate 38 (5.000 g, 17.8 mmol), 2,2-diphenylethylamine (5.200 g, 27 mmol) and N,N-diisopropylethylamine (6.2 ml, 36 mmol) in isopropanol (100 ml) was heated to reflux overnight. Upon cooling the solvent was removed in vacuo and the residue was purified using flash column chromatography with a Biotage column (90 g, SiO2) eluting with 5% methanol/chloroform/1% ammonia gave the title compound as an off white solid (4.500 g).

Workup

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. temperatureUpon cooling the solvent
  4. customwas removed in vacuo
  5. customthe residue was purified
  6. washeluting with 5% methanol/chloroform/1% ammonia

Sources & evidence

ORD record
ord-04f04a2d3e2b4e498187b29433cd90d3
Source dataset
uspto-grants-2004_07
Patent number
US06762170B1

Reaction notes

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