Cyclopropanemethanamine → HCID 67457448, compound

HRID 639703Notes

Reaction equation

HRID 639703 reaction equation
C[O:2][C:3]([C:5]1[N:10]=[C:9]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:8]2[NH:19][C:20](=[O:29])[N:21]([CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:7]=2[CH:6]=1)=O.[CH:30]1([CH2:33][NH2:34])[CH2:32][CH2:31]1>>[CH:30]1([CH2:33][NH:34][C:3]([C:5]2[N:10]=[C:9]([NH:11][CH2:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:8]3[NH:19][C:20](=[O:29])[N:21]([CH2:22][C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)[C:7]=3[CH:6]=2)=[O:2])[CH2:32][CH2:31]1

Participants

3

Reactant 2

HCID 75646CyclopropanemethanamineHCID 67457354HCID 67457354, compound

Product 1

HCID 67457448HCID 67457448, compound

Conditions

Temperature
80 °C

Procedure

1-Benzyl-4-benzylamino-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid methyl ester (0.05 g) Was taken up in cyclopropylmethylamine (1 mL) and heated in a ReactiVial at 80° C. for 3 h. The solvent was removed in vacuo and diethyl ether was added which caused a solid to precipitate out. This solid was filtered off and dried in vacuo to give 40 mg of a white solid. This solid was purified by preparative HPLC using mixtures of acetonitrile, water and diethylamine as the eluant to give the title compound as a white solid (18 mg).

Workup

  1. customThe solvent was removed in vacuo and diethyl ether
  2. additionwas added which
  3. customto precipitate out
  4. filtrationThis solid was filtered off
  5. customdried in vacuo

Sources & evidence

ORD record
ord-af7cc1523fcf4ff3ac5210d72ae5725f
Source dataset
uspto-grants-2010_04
Patent number
US07691877B2

Reaction notes

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