N,N-Dimethyl-1,3-propanediamine → HCID 22021871, compound

HRID 1793404Notes

Reaction equation

HRID 1793404 reaction equation
[O:1]=[C:2]1[N:6]([C:7]2[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][CH:8]=2)[N:5]=[C:4]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=3[S:22][CH:23]=[C:3]12.C(N(C(C)C)CC)(C)C.[CH3:33][N:34]([CH3:39])[CH2:35][CH2:36][CH2:37][NH2:38].F[P-](F)(F)(F)(F)F.N1(OC(=[N+](C)C)N(C)C)C2C=CC=CC=2N=N1>CC(N(C)C)=O>[CH3:33][N:34]([CH3:39])[CH2:35][CH2:36][CH2:37][NH:38][C:11](=[O:12])[C:10]1[CH:9]=[CH:8][C:7]([N:6]2[C:2](=[O:1])[C:3]3=[CH:23][S:22][C:21]4[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=4[C:4]3=[N:5]2)=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 22021860HCID 22021860, compound

Product 1

HCID 22021871HCID 22021871, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

4-(3-oxothiochromeno[4,3-c]pyrazol-2(3H)-yl)benzoic acid (55 mg, 0.17 mmol) was suspended in anhydrous dimethyl acetamide (1 ml). Diisopropyl-ethyl amine (46.5 mg, 0.36 mmol, 62μl) was added followed by 3-dimethylaminopropylamine (17.5 mg, 0.17 mmol) and [(benzotriazol-1-yloxy)-dimethylamino-methylene]-dimethyl-ammonium hexafluoro phosphate (65 mg, 0.17 mmol). The mixture was stirred at room temperature for 4 h and was purified by preparative HPLC. The title compound was isolated as a brown solid. LCMS: m/z 407 [M+H]+

Workup

  1. customwas purified by preparative HPLC

Sources & evidence

ORD record
ord-4bc137e7d1804b629cef2ec91fc0bb15
Source dataset
uspto-grants-2006_07
Patent number
US07081456B2

Reaction notes

Loading…