Diisopropylethylamine → 6-chloro-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)phthalazine

HRID 2357683Notes

Reaction equation

HRID 2357683 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[CH:5]=[N:4][N:3]=1.Cl.[F:14][C:15]([F:26])([F:25])[C:16]1[N:20]2[CH2:21][CH2:22][NH:23][CH2:24][C:19]2=[N:18][N:17]=1.C(N(CC)C(C)C)(C)C>CN1C(=O)CCC1>[Cl:12][C:8]1[CH:7]=[C:6]2[C:11](=[CH:10][CH:9]=1)[C:2]([N:23]1[CH2:22][CH2:21][N:20]3[C:16]([C:15]([F:26])([F:14])[F:25])=[N:17][N:18]=[C:19]3[CH2:24]1)=[N:3][N:4]=[CH:5]2

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 119613713-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochlorideHCID 143223331,6-Dichlorophthalazine

Product 1

HCID 684535536-chloro-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)phthalazine

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

The title compound was prepared according to the method described in Example 19, using 1,6-dichlorophthalazine (400 mg, 2010 μmol), 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride (Balsells, et. al. Org. Lett., 7:1039-1042 (2005), 689 mg, 3015 μmol) and N,N-diisopropylethylamine (702 μl, 4019 μmol) in NMP (5 mL). MS (ESI, pos. ion) m/z: 355 (M+1).

Sources & evidence

ORD record
ord-63ff205036c64d9f8640ba359cbe661a
Source dataset
uspto-grants-2010_07
Patent number
US07759337B2

Reaction notes

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