3-Cyclopropylmethyl-8-[4-(methylamino)-benzyl]-1-(2-fluorobenzyl)-3,7-dihydropurine-2,6-dione → HCID 68863928, compound

HRID 720653Notes

Reaction equation

HRID 720653 reaction equation
C([C:11]([NH:13][CH2:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][CH:16]=1)=[O:12])(OCC1C=CC=CC=1)=O.[CH:24]1([CH2:27][N:28]2[C:36]3[N:35]=[C:34]([CH2:37][C:38]4[CH:43]=[CH:42][C:41]([NH:44][CH3:45])=[CH:40][CH:39]=4)[NH:33][C:32]=3[C:31](=[O:46])[N:30]([CH2:47][C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=3[F:54])[C:29]2=[O:55])[CH2:26]C1>CN(C)C1C=CN=CC=1>[CH2:19]([O:21][C:11](=[O:12])[NH:13][CH2:14][C:15]1[CH:16]=[CH:17][C:18]([C:19](=[O:21])[N:44]([C:41]2[CH:42]=[CH:43][C:38]([CH2:37][C:34]3[NH:33][C:32]4[C:31](=[O:46])[N:30]([CH2:47][C:48]5[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=5[F:54])[C:29](=[O:55])[N:28]([CH:27]5[CH2:24][CH2:26]5)[C:36]=4[N:35]=3)=[CH:39][CH:40]=2)[CH3:45])=[CH:22][CH:23]=1)[C:18]1[CH:22]=[CH:23][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 218916913-Cyclopropylmethyl-8-[4-(methylamino)-benzyl]-1-(2-fluorobenzyl)-3,7-dihydropurine-2,6-dioneHCID 21891710HCID 21891710, compound

Product 1

HCID 68863928HCID 68863928, compound

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

This compound was prepared by a method similar to that described in example 79 except that N-carbobenzyloxycarbonyl-4-aminomethylbenzoic acid was used in place of N-acetyl-6-amino-2-pyridine carboxylic acid, 0.62 equivalents of 3-cyclopropylmethyl-8-[4-(methylamino)-benzyl]-1-(2-fluorobenzyl)-3,7-dihydropurine-2,6-dione, and 0.68 equivalents of 4-dimethylaminopyridine added as the final reagent. The product was purified by chromatography using silica gel eluted with 95:5 chloroform/methanol followed by crystallization from acetonitrile. MS, observe m/z(M+H)=701.3 and m/z(M−H)=699.4.

Workup

  1. customThis compound was prepared by a method similar to
  2. customThe product was purified by chromatography
  3. washeluted with 95:5 chloroform/methanol
  4. customfollowed by crystallization from acetonitrile

Sources & evidence

ORD record
ord-5b38300212dc499b96134d2163730dfa
Source dataset
uspto-grants-2006_11
Patent number
US07135475B2

Reaction notes

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