Diisopropylethylamine → HCID 10697861, compound

HRID 1684400Notes

Reaction equation

HRID 1684400 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=1)([S:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1)[C:8]#[N:9].C([N:30]([CH2:34][CH3:35])[CH:31]([CH3:33])C)(C)C>C(#N)C>[CH3:26][O:25][C:19]1[CH:18]=[C:17]([C:7]([S:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)([CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N:30]2[CH2:31][CH2:33][C:22]3[C:35](=[CH:18][C:19]([O:25][CH3:26])=[C:20]([O:23][CH3:24])[CH:21]=3)[CH2:34]2)[C:8]#[N:9])[CH:22]=[CH:21][C:20]=1[O:23][CH3:24]

Participants

4

Reactant 2

HCID 81531DiisopropylethylamineHCID 10812778HCID 10812778, compound

Product 1

HCID 10697861HCID 10697861, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture, under argon, of 1.5 g of product from Example 118, 0.790 g of 6,7-dtmethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride, 7 ml of N,N-diisopropyl ethylamine and 60 ml of acetonitrile is heated at reflux temperature overnight. The reaction is cooled and concentrated tn yacuo to give an oil. The oil is purified by chromatography (silica gel: 1 and 2% methyl alcohol/methylene chloride) to give 1.1 g of the desired product as a glassy yellow solid.

Workup

  1. temperatureat reflux temperature overnight
  2. temperatureThe reaction is cooled
  3. concentrationconcentrated tn yacuo
  4. customto give an oil
  5. customThe oil is purified by chromatography (silica gel: 1 and 2% methyl alcohol/methylene chloride)

Sources & evidence

ORD record
ord-7ffe4710ca3e4767b274ebc661bab2ec
Source dataset
uspto-grants-1997_06
Patent number
US05639887

Reaction notes

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