Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 58674826, compound

HRID 2244992Notes

Reaction equation

HRID 2244992 reaction equation
CN1CCN=C1C1[CH:12]=[CH:11][C:10]([NH:13][C:14](=[O:34])[CH:15]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[CH3:33])[NH:16][C:17]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)=[O:18])=CC=1.F[P-](F)(F)(F)(F)F.[N:42]1(O[P+](N(C)C)(N(C)C)N(C)C)[C:46]2[CH:47]=[CH:48][CH:49]=[CH:50]C=2N=N1>CN(C=O)C>[N:42]1[CH:46]=[CH:47][C:48]([N:13]2[CH2:10][CH2:11][CH:11]([CH2:10][NH:13][C:14](=[O:34])[CH:15]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[CH3:33])[NH:16][C:17]([NH:19][C:20]3[CH:21]=[CH:22][C:23]([Cl:26])=[CH:24][CH:25]=3)=[O:18])[CH2:12][CH2:14]2)=[CH:49][CH:50]=1

Participants

4

Reactant 2

HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 58674790HCID 58674790, compound

Product 1

HCID 58674826HCID 58674826, compoundYield 64.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-(2-methylphenyl)-2-(4-chlorophenylaminocarbonylamino)-acetic acid (from EXAMPLE 84, 30 mg, 0.094 mmol), 4-[1-(pyridin-4-yl)piperidinyl]methylamine hydrochloride (36 mg, 0.19 mmol) and TEA (0.052 mL, 0.37 mmol) in DMF (3 mL), BOP (62 mg, 0.14 mmol) was added. After being stirred at room temperature for 2 h, the mixture was concentrated in vacuo. The residue was purified by HPLC to give the titled compound as a powder (15 mg). MS 492.4 and 494.4 (M+H, Cl pattern).

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-8f3da3a69e5d4e399fca045d976509be
Source dataset
uspto-grants-2010_03
Patent number
US07678913B2

Reaction notes

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