HCID 86638532, compound → HCID 178521755, compound

HRID 1695247Notes

Reaction equation

HRID 1695247 reaction equation
[N:1]1([CH2:7][C@@H:8]2[CH2:10][C@H:9]2[C:11]([OH:13])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:14][CH:15]([F:29])[O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C:23]1[CH:24]=[C:25]([NH2:28])[NH:26][N:27]=1>>[F:29][CH:15]([F:14])[O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C:23]1[CH:24]=[C:25]([NH:28][C:11]([C@@H:9]2[CH2:10][C@H:8]2[CH2:7][N:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)=[O:13])[NH:26][N:27]=1

Participants

3

Reactant 2

HCID 86638532HCID 86638532, compoundHCID 178507280HCID 178507280, compound

Product 1

HCID 178521755HCID 178521755, compoundYield 25.5%

Procedure

The product was prepared according to the general synthetic method for the synthesis of ω-amino-alkanoic acid (1H-pyrazol-3-yl-5-aryl)-amides via the amino acid route, starting from trans (±)-2-piperidin-1-ylmethyl-cyclopropanecarboxylic acid (99.1 mg, 0.6 mmol, 1.3 eq) and 5-(2-difluoromethoxy-phenyl)-2H-pyrazol-3-ylamine (125.7 mg, 0.4 mmol, 1.0 eq). The crude product was purified through SiO2 column with gradient elution from 100% DCM to DCM-NH3 in MeOH 2 N 80:20. The title product (39.9 mg, 23% yield) was obtained.

Workup

  1. customThe product was prepared
  2. customThe crude product was purified through SiO2 column with gradient elution from 100% DCM to DCM-NH3 in MeOH 2 N 80:20

Sources & evidence

ORD record
ord-b0dd0682c21849159713e18f8a16b344
Source dataset
uspto-grants-2012_04
Patent number
US08163729B2

Reaction notes

Loading…