Propylamine → HCID 59485694, compound

HRID 1972218Notes

Reaction equation

HRID 1972218 reaction equation
[Cl:1][C:2]1[CH:34]=[CH:33][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([N:13]3[CH:17]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=4)[CH2:16][N:15]([CH2:28][C:29](O)=[O:30])[C:14]3=[O:32])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.CN(C(O[N:43]1N=N[C:45]2[CH:46]=CC=N[C:44]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.C(N)CC>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([N:13]3[CH:17]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:26])([F:25])[F:27])[CH:19]=4)[CH2:16][N:15]([CH2:28][C:29]([NH:43][CH2:44][CH2:45][CH3:46])=[O:30])[C:14]3=[O:32])=[CH:9][CH:8]=2)=[CH:33][CH:34]=1

Participants

6

Reactant 4

HCID 7852PropylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 59485623HCID 59485623, compound

Product 1

HCID 59485694HCID 59485694, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-(3-(4-(4-chlorophenoxy)phenyl)-2-oxo-4-(3-(trifluoromethyl)phenyl)-imidazolidin-1-yl)acetic acid (16.0 mg, 0.0326 mmol), HATU (18.6 mg, 0.0489 mmol) and iPr2NEt (17.0 μL, 0.0978 mmol) in DMF (0.5 mL) is added propylamine (5.36 μL, 0.0652 mmol). The reaction mixture is stirred at room temperature overnight before removal of the solvent. The residue is purified by preparative LC/MS to provide the title compound; HPLC-MS calculated for C27H25ClF3N3O3 (M+H+) 532.2, found 532.2.

Workup

  1. customThe residue is purified by preparative LC/MS

Sources & evidence

ORD record
ord-e50343582fd344ee9f82a6e5d7bdfd69
Source dataset
uspto-grants-2013_04
Patent number
US08431607B2

Reaction notes

Loading…