3-Cyclopropylmethyl-8-[4-(methylamino)-benzyl]-1-(2-fluorobenzyl)-3,7-dihydropurine-2,6-dione → HCID 10438906, compound

HRID 720657Notes

Reaction equation

HRID 720657 reaction equation
[C:1]([NH:4][C:5]1[N:13]=[C:12]([CH3:14])[CH:11]=[C:10]([CH3:15])[C:6]=1[C:7]([OH:9])=O)(=[O:3])[CH3:2].[CH:16]1([CH2:19][N:20]2[C:28]3[N:27]=[C:26]([CH2:29][C:30]4[CH:35]=[CH:34][C:33]([NH:36][CH3:37])=[CH:32][CH:31]=4)[NH:25][C:24]=3[C:23](=[O:38])[N:22]([CH2:39][C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=3[F:46])[C:21]2=[O:47])[CH2:18][CH2:17]1>CN(C)C1C=CN=CC=1.C(N(CC)CC)C>[NH:4]([C:5]1[N:13]=[C:12]([CH3:14])[CH:11]=[C:10]([CH3:15])[C:6]=1[C:7]([N:36]([C:33]1[CH:34]=[CH:35][C:30]([CH2:29][C:26]2[NH:25][C:24]3[C:23](=[O:38])[N:22]([CH2:39][C:40]4[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=4[F:46])[C:21](=[O:47])[N:20]([CH2:19][CH:16]4[CH2:18][CH2:17]4)[C:28]=3[N:27]=2)=[CH:31][CH:32]=1)[CH3:37])=[O:9])[C:1]([CH3:2])=[O:3]

Participants

5

Reactant 2

HCID 218916913-Cyclopropylmethyl-8-[4-(methylamino)-benzyl]-1-(2-fluorobenzyl)-3,7-dihydropurine-2,6-dioneHCID 21891798HCID 21891798, compound

Product 1

HCID 10438906HCID 10438906, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 8471TriethylamineSolvent

Procedure

This compound was prepared by a method similar to that described in example 79 except that 2-acetylamino-4,6-dimethylnicotinic acid was used in place of N-acetyl-6-amino-2-pyridine carboxylic acid, the reaction was performed using 1 equivalent of 3-cyclopropylmethyl-8-[4-(methylamino)-benzyl]-1-(2-fluorobenzyl)-3,7-dihydropurine-2,6-dione and excess triethyl amine and a catalytic amount of 4-dimethylaminopyridine were added as the final reagents to the reaction mixture. The product was purified by chromatography using silica gel eluted with 93:7 chloroform/methanol. MS, m/z(M+)=624.4 and m/z(M−)=622.5.

Workup

  1. customThis compound was prepared by a method similar to
  2. customThe product was purified by chromatography
  3. washeluted with 93:7 chloroform/methanol

Sources & evidence

ORD record
ord-e91010e054264612a2448c2433c4142d
Source dataset
uspto-grants-2006_11
Patent number
US07135475B2

Reaction notes

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