Phenethylamine → HCID 12003976, compound

HRID 2219971Notes

Reaction equation

HRID 2219971 reaction equation
Cl[C:2]1[C:3]2[CH2:11][CH2:10][N:9]([C:12]3[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][N:13]=3)[CH2:8][C:4]=2[N:5]=[CH:6][N:7]=1.[C:19]1([CH2:25][CH2:26][NH2:27])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(#N)C>[Cl:18][C:17]1[C:12]([N:9]2[CH2:10][CH2:11][C:3]3[C:2]([NH:27][CH2:26][CH2:25][C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[N:7][CH:6]=[N:5][C:4]=3[CH2:8]2)=[N:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 590214784-Chloro-7-(3-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine

Product 1

HCID 12003976HCID 12003976, compoundYield 57.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 4-chloro-7-(3-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine (0.025 g, 0.09 mmol) and 2-phenylethanamine (0.065 mL, 0.51 mmol)) in acetonitrile (1 mL) was heated in a sealed vessel via microwave (Emrys Optimizer model, Personal Chemistry) to 180° C. for 10 min. The reaction mixture was cooled to r.t. and concentrated to dryness. The residue was purified by silica gel chromatography using a gradient of ethyl acetate:hexane (0-100%) to give the desired compound as a white solid (19 mg).

Workup

  1. temperatureThe reaction mixture was cooled to r.t.
  2. concentrationconcentrated to dryness
  3. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-5f39d9b013d3460d986d9cd598cc3561
Source dataset
uspto-grants-2008_08
Patent number
US07414131B2

Reaction notes

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