1,1'-Carbonyldiimidazole → HCID 18005158, compound

HRID 1603796Notes

Reaction equation

HRID 1603796 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[N:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[C:18]([N:25]1[CH:29]=[CH:28]N=[CH:26]1)(N1C=CN=C1)=[O:19].[CH3:30][O:31][C:32]1[CH:33]=[C:34]2C(=[CH:39][C:40]=1[C:41]([F:44])([F:43])[F:42])NCC2>>[CH:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8]([C:4]2[CH:3]=[C:2]([NH:1][C:18]([N:25]3[C:26]4[C:34](=[CH:33][C:32]([O:31][CH3:30])=[C:40]([C:41]([F:43])([F:44])[F:42])[CH:39]=4)[CH2:28][CH2:29]3)=[O:19])[CH:7]=[CH:6][CH:5]=2)=[CH:9][N:10]=1

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 112067135-Methoxy-6-(trifluoromethyl)indolineHCID 22724137HCID 22724137, compound

Product 1

HCID 18005158HCID 18005158, compoundYield 25%

Procedure

The title compound was prepared by the method of Example 23, from 4-(3-aminophenyl)isoquinoline (0.41 g, 1.9 mmol), 1,1'-carbonyldiimidazole (0.33 g, 2 mmol) and 5-methoxy-6-trifluoromethylindoline (D11) (0.41 g, 1.9 mmol). Crude product was chromatographed on silica gel eluted with 5% methanol/dichloromethane and eluted material was recrystallised from dichoromethane to give the title compound (0.22 g, 25%), m.p. 211-5° C.

Workup

  1. customCrude product was chromatographed on silica gel
  2. washeluted with 5% methanol/dichloromethane
  3. washeluted material
  4. customwas recrystallised from dichoromethane

Sources & evidence

ORD record
ord-cbe92afe5e714df4b2682a2571d5c4fc
Source dataset
uspto-grants-1999_11
Patent number
US05990133

Reaction notes

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