1-Phenethylamine, (+)- → HCID 69708389, compound

HRID 397426Notes

Reaction equation

HRID 397426 reaction equation
Cl[C:2]1[C:3]2[C:10](=[CH:11][C:12]3[NH:13][C:14]([C:18]([N:20]4[CH2:25][CH2:24][O:23][CH2:22][CH2:21]4)=[O:19])=[CH:15][C:16]=3[CH3:17])[C:9](=[O:26])[NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[C:27]1([C@H:33]([NH2:35])[CH3:34])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>COCCO.O>[CH3:17][C:16]1[CH:15]=[C:14]([C:18]([N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[O:19])[NH:13][C:12]=1[CH:11]=[C:10]1[C:3]2[C:2]([NH:35][CH:33]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH3:34])=[N:7][CH:6]=[N:5][C:4]=2[NH:8][C:9]1=[O:26]

Participants

5

Reactant 2

HCID 6431891-Phenethylamine, (+)-HCID 73885147HCID 73885147, compound

Product 1

HCID 69708389HCID 69708389, compoundYield 83.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 80192-MethoxyethanolSolvent

Conditions

Temperature
115 °C

Procedure

A mixture of 4-chloro-5-[3-methyl-5-(morpholine-4-carbonyl)-1H-pyrrol-2-ylmethylene]-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one (37 mg, 0.1 mmol) and (R)-(+)-1-phenylethylamine (121 mg, 1 mmol) in 2-methoxyethanol (0.5 mL) was heated at 110-120° C. for 1.5 hours. The reaction was diluted with water and filtered. The precipitate was washed with water, little ethanol, ethyl acetate, hexane and dried to give 38.1 mg (81%) of the title compound as a yellow solid. MS 459 [M++1].

Workup

  1. filtrationfiltered
  2. washThe precipitate was washed with water, little ethanol, ethyl acetate, hexane
  3. customdried

Sources & evidence

ORD record
ord-402a7c6d0f9c48b2b901f9f5ecaf424d
Source dataset
uspto-grants-2003_08
Patent number
US06610688B2

Reaction notes

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