1,1'-Carbonyldiimidazole → HCID 57474587, compound

HRID 391627Notes

Reaction equation

HRID 391627 reaction equation
[C:1]([N:5]1[C:13](=[O:14])[NH:12][C:11]2[C:6]1=[N:7][C:8]([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([OH:24])[CH:19]=1)=[N:9][C:10]=2[C:15]([O-])=[O:16])([CH3:4])([CH3:3])[CH3:2].[NH2:25]C1C(C([O-])=O)=NC(C2C=CC=C(O)C=2)=NC=1NC(C)(C)C.C(N1C=CN=C1)(N1C=CN=C1)=O>>[C:1]([N:5]1[C:13](=[O:14])[NH:12][C:11]2[C:6]1=[N:7][C:8]([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([OH:24])[CH:19]=1)=[N:9][C:10]=2[C:15]([NH2:25])=[O:16])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 178448726HCID 178448726, compoundHCID 178448858HCID 178448858, compound

Product 1

HCID 57474587HCID 57474587, compoundYield 46%

Procedure

9-tert-Butyl-2-(3-hydroxy-phenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxylate. 5-Amino-6-tert-butylamino-2-(3-hydroxy-phenyl)-pyrimidine-4-carboxylate (0.26 g, 0.79 mmol) and 1,1′-carbonyldiimidazole (0.64 g, 4.0 mmol) were reacted according to General Procedure F. The crude residue was purified using Biotage silica gel chromatography (0-50% ethyl acetate in hexanes) to afford the title compound (0.13 g, 0.36 mmol, 46% yield). MS (ESI) m/z 357.4 [M+1]+.

Workup

  1. customThe crude residue was purified

Sources & evidence

ORD record
ord-6cad4b87cbb54b42b8304628b4c0eb17
Source dataset
uspto-grants-2013_02
Patent number
US08383634B2

Reaction notes

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