Bis(2-Methoxyethyl)amine → HCID 178495930, compound

HRID 1582016Notes

Reaction equation

HRID 1582016 reaction equation
Cl.[CH3:2][O:3][CH2:4][CH2:5][N:6]([CH2:26][CH2:27][O:28][CH3:29])[C:7]1[N:12]=[C:11]([CH3:13])[NH:10][C:9]2=[C:14]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])[N:15]=[C:16]([CH3:17])[C:8]=12.COCCNCCOC>ClCCl>[CH3:29][O:28][CH2:27][CH2:26][N:6]([CH2:5][CH2:4][O:3][CH3:2])[C:7]1[N:12]=[C:11]([CH3:13])[NH:10][C:9]2=[C:14]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])[N:15]=[C:16]([CH3:17])[C:8]=12

Participants

4

Reactant 2

HCID 2383Bis(2-Methoxyethyl)amineHCID 178495931HCID 178495931, compound

Product 1

HCID 178495930HCID 178495930, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Part F: 4-[Bis[2-methoxyethyl)amino]-7-(2,4-dichlorophenyl)-2,5-dimethyl-pyrrolo[3,4-d]pyrimidine hydrochloride salt: The compound of part E of Example 2 (0.1 g, 0.306 mmol) in dichloromethane (10.0 mL) was treated with bis (2-methoxyethyl)amine (123 mg, 0.92 mmol, 3 eq.) and refluxed for 3 days. The reaction mixture was concentrated in vacuum and recrystallized the solid to afford desired product as a yellow solid (HCl salt, 67 mg, mp 235-236° C., 48% yield). Anal. calcd. for C20H25Cl3N4O2: C, 52.08; H, 5.46; N,11.85. Found: C, 52.24; H, 5.48; N, 12.18.

Workup

  1. temperaturerefluxed for 3 days
  2. concentrationThe reaction mixture was concentrated in vacuum
  3. customrecrystallized the solid

Sources & evidence

ORD record
ord-c6c42c336b9f455f8e2bb5abc03e71c3
Source dataset
uspto-grants-2004_05
Patent number
US06734185B2

Reaction notes

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