Ethanol → HCID 59278326, compound

HRID 559651Notes

Reaction equation

HRID 559651 reaction equation
C[O:2][C:3](=O)[CH2:4][C@H:5]([NH:16][C:17]([C:19]1[C:20]2[CH:27]=[N:26][N:25]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)[C:21]=2[CH:22]=[N:23][CH:24]=1)=[O:18])[C:6]1[CH:11]=[CH:10][N:9]=[C:8]([S:12]([CH3:15])(=[O:14])=[O:13])[CH:7]=1.C(O)C.[CH3:39][NH2:40]>>[CH3:15][S:12]([C:8]1[CH:7]=[C:6]([C@@H:5]([NH:16][C:17]([C:19]2[C:20]3[CH:27]=[N:26][N:25]([C:28]4[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=4)[C:21]=3[CH:22]=[N:23][CH:24]=2)=[O:18])[CH2:4][C:3](=[O:2])[NH:40][CH3:39])[CH:11]=[CH:10][N:9]=1)(=[O:14])=[O:13]

Participants

4

Reactant 3

HCID 702EthanolHCID 6329MethylamineHCID 59278327HCID 59278327, compound

Product 1

HCID 59278326HCID 59278326, compound

Conditions

Temperature
0 °C

Procedure

A solution of (S)-3-{[1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carbonyl]-amino}-3-(2-methanesulfonyl-pyridin-4-yl)-propionic acid methyl ester (40 mg, 0.08 mmol) in 33% methylamine in ethanol (0.300 mL, 2.41 mmol) in a sealed tube was warmed at 80° C. After 16 hours, the mixture was cooled to 0° C. and filtered. The solid was washed with cold MeOH (3×0.5 mL) and dried to the title compound as a white solid.

Workup

  1. filtrationfiltered
  2. washThe solid was washed with cold MeOH (3×0.5 mL)
  3. dry with materialdried to the title compound as a white solid

Sources & evidence

ORD record
ord-e9eb73eda3614cf69ed16ad696931b7a
Source dataset
uspto-grants-2011_11
Patent number
US08063065B2

Reaction notes

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