Veratroyl chloride → HCID 9985753, compound

HRID 720643Notes

Reaction equation

HRID 720643 reaction equation
[NH2:1][C:2]1[CH:31]=[CH:30][C:5]([CH2:6][C:7]2[NH:15][C:14]3[C:13](=[O:16])[N:12]([CH2:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[F:24])[C:11](=[O:25])[N:10]([CH2:26][CH2:27][CH2:28][CH3:29])[C:9]=3[N:8]=2)=[CH:4][CH:3]=1.[CH3:32][O:33][C:34]1[CH:35]=[C:36]([CH:40]=[CH:41][C:42]=1[O:43][CH3:44])[C:37](Cl)=[O:38]>N1C=CC=CC=1>[CH2:26]([N:10]1[C:9]2[N:8]=[C:7]([CH2:6][C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:37](=[O:38])[C:36]4[CH:40]=[CH:41][C:42]([O:43][CH3:44])=[C:34]([O:33][CH3:32])[CH:35]=4)=[CH:31][CH:30]=3)[NH:15][C:14]=2[C:13](=[O:16])[N:12]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[F:24])[C:11]1=[O:25])[CH2:27][CH2:28][CH3:29]

Participants

4

Reactant 2

HCID 77070Veratroyl chlorideHCID 218917201-(2-fluorobenzyl)-8-(4-aminobenzyl)-3-butyl-1H-purine-2,6(3H,7H)-dione

Product 1

HCID 9985753HCID 9985753, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 8-(4-amino-benzyl)-3-butyl-1-(2-fluorobenzyl)-3,7-dihydro-purine-2,6-dione (prepared as described in example 72) in pyridine (1 mL) was added 3,4-dimethoxy-benzoyl chloride (Aldrich) (13 mg, 0.06 mmol). The reaction was stirred at room temperature for 1 h and then concentrated under reduced pressure. The residue was purified by reverse phase HPLC to afford the product. LCMS, m/z(M+H)=586.33.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by reverse phase HPLC
  3. customto afford the product

Sources & evidence

ORD record
ord-e948245653964807abe6627d98036276
Source dataset
uspto-grants-2006_11
Patent number
US07135475B2

Reaction notes

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