Triethylamine → HCID 11363565, compound

HRID 2115288Notes

Reaction equation

HRID 2115288 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][N:7]2[CH2:12][CH:11]3[CH2:13][CH:8]2[CH2:9][NH:10]3)=[CH:4][C:3]=1[O:16][CH3:17].[Cl:18][C:19]1[C:20]([C:29]([F:32])([F:31])[F:30])=[N:21][N:22]([CH2:25][C:26](O)=[O:27])[C:23]=1[CH3:24].C(N(CC)CC)C.C(P1(=O)OP(CCC)(=O)OP(CCC)(=O)O1)CC>CN(C=O)C>[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][N:7]2[CH2:12][CH:11]3[CH2:13][CH:8]2[CH2:9][N:10]3[C:26](=[O:27])[CH2:25][N:22]2[C:23]([CH3:24])=[C:19]([Cl:18])[C:20]([C:29]([F:32])([F:31])[F:30])=[N:21]2)=[CH:4][C:3]=1[O:16][CH3:17]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 111923Propylphosphonic anhydrideHCID 1876853(4-Chloro-5-methyl-3-trifluoromethyl-pyrazol-1-yl)-acetic acidHCID 59813973HCID 59813973, compound

Product 1

HCID 11363565HCID 11363565, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-(4-Chloro-3-methoxybenzyl)-2,5-diazabicyclo[2.2.1]heptane (96 mg), (4-Chloro-5-methyl-3-trifluoromethyl-pyrazol-1-yl)acetic acid (96.8 mg), triethylamine (0.252 mL) in DMF (2 mL) was stirring at room temperature and a solution of T3P (50% in EtOAc, 0.55 mL) was slowly added. The reaction mixture was stirred at room temperature for 1 h and purified on preparative HPLC to afford 1-[5-(4-Chloro-3-methoxybenzyl)-2,5-diazabicyclo[2.2.1]hept-2-yl]-2-(4-chloro-5-methyl-3-trifluoromethylpyrazol-1-yl)ethanone as white powder. LCMS (ES) M+H 477.0, Rf 3.975 min (acetonitrile/H2O 20-95% method).

Workup

  1. custompurified on preparative HPLC

Sources & evidence

ORD record
ord-55048c2158bb44bb802d60905f340ac3
Source dataset
uspto-grants-2008_10
Patent number
US07435830B2

Reaction notes

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