Triethylamine → HCID 44211256, compound

HRID 1720879Notes

Reaction equation

HRID 1720879 reaction equation
[N:1]1[CH:6]=[CH:5][C:4](C(O)=O)=[CH:3][N:2]=1.[NH2:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[N:16]([CH3:20])[CH:15]=[CH:14]2.C([N:23]([CH2:26]C)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:35])C=CC=CC=1>O1CCOCC1>[CH3:20][N:16]1[C:17]2[C:13](=[CH:12][C:11]([NH:10][C:26]([NH:23][C:4]3[CH:5]=[CH:6][N:1]=[N:2][CH:3]=3)=[O:35])=[CH:19][CH:18]=2)[CH:14]=[CH:15]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 2761046Pyridazine-4-carboxylic AcidHCID 27695641-methyl-1H-indol-5-amine

Product 1

HCID 44211256HCID 44211256, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The title compound was prepared by the method of Example 3, using pyridazine-4-carboxylic acid (0.5 g, 4 mmol), aminoindole (D2, 0.59 g, 4 mmol), triethylamine (0.57 ml) and diphenylphosphoryl azide (0.86 ml, 4.1 mmol) in 1,4-dioxan (40 ml). Crude product was chromatographed on silica (75 g) eluted with 5-10% methanol/dichloromethane. The second component was extracted with hot methanol to give an insoluble residue of pure title compound (0.11 g). mp 216°-221° C.

Workup

  1. customThe title compound was prepared by the method of Example 3
  2. customCrude product was chromatographed on silica (75 g)
  3. washeluted with 5-10% methanol/dichloromethane
  4. extractionThe second component was extracted with hot methanol

Sources & evidence

ORD record
ord-0ba35b7dce0d413bb5d7ddb7ea7781e4
Source dataset
uspto-grants-1996_04
Patent number
US05508288

Reaction notes

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