Diisopropylethylamine → HCID 66635559, compound

HRID 2204767Notes

Reaction equation

HRID 2204767 reaction equation
[Cl:1][C:2]1[C:3]([C:19]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[O:20])=[CH:4][C:5]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:6]([CH:10]=1)[C:7](O)=[O:8].C(N(C(C)C)CC)(C)C.CN(C(O[N:44]1[N:52]=[N:51][C:46]2[CH:47]=[CH:48]C=N[C:45]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.NC1C=CN=NC=1>CN(C)C=O>[Cl:1][C:2]1[C:3]([C:19]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[O:20])=[CH:4][C:5]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:6]([CH:10]=1)[C:7]([NH:51][C:46]1[CH:47]=[CH:48][N:52]=[N:44][CH:45]=1)=[O:8]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 2984924-AminopyridazineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66611788HCID 66611788, compound

Product 1

HCID 66635559HCID 66635559, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 5-chloro-4-(4-morpholinylcarbonyl)-2-[(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 67; 90 mg, 0.24 mmol) in N,N-dimethylformamide (3 ml) was added diisopropylethylamine (0.08 ml, 0.48 mmol), HATU (164 mg, 0.43 mmol) and 4-aminopyridazine (26.8 mg, 0.29 mmol). The solution was stirred for 2 hours and the solvent removed in vacuo. The residue was purified by column chromatography (SiO2, Isolute, 1:1 ethyl acetate/cyclohexane) to give the title compound as a white solid. 71 mg.

Workup

  1. customthe solvent removed in vacuo
  2. customThe residue was purified by column chromatography (SiO2, Isolute, 1:1 ethyl acetate/cyclohexane)

Sources & evidence

ORD record
ord-b0f97394a2f34cd498b4d11c591ef0aa
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

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