(3-Methoxyphenyl)acetic acid → 9-Butyl-8-(3-Methoxybenzyl)-9h-Purin-6-Amine

HRID 1295471Notes

Reaction equation

HRID 1295471 reaction equation
S(O)(O)(=O)=O.[NH2:6][C:7]1[C:12]([NH2:13])=[C:11]([NH2:14])[N:10]=[CH:9][N:8]=1.[CH3:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][C:24](Cl)=O.[CH3:27][O:28][C:29]1[CH:30]=[C:31]([CH2:35][C:36](O)=O)[CH:32]=[CH:33][CH:34]=1.FC1N=C2C(NC=N2)=CN=1.N[C:50]1[N:55]=[C:54]([NH2:56])[C:53]([NH2:57])=[C:52]([NH2:58])[N:51]=1>>[CH2:30]([N:6]1[C:24]([CH2:23][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[O:16][CH3:15])=[N:13][C:12]2[C:7]1=[N:8][CH:9]=[N:10][C:11]=2[NH2:14])[CH2:29][CH2:34][CH3:33].[CH2:20]([N:58]1[C:36]([CH2:35][C:31]2[CH:32]=[CH:33][CH:34]=[C:29]([O:28][CH3:27])[CH:30]=2)=[N:57][C:53]2[C:52]1=[N:51][CH:50]=[N:55][C:54]=2[NH2:56])[CH2:21][CH2:22][CH3:17]

Participants

7

Reactant 5

HCID 15719(3-Methoxyphenyl)acetic acidHCID 70487tetra-AminopyrimidineHCID 1115444,5,6-Pyrimidinetriamine, sulfate (1:1)HCID 1795022-(2-Methoxyphenyl)acetyl chlorideHCID 43234242-fluoro-7H-purine

Product 2

HCID 52892289-Butyl-8-(3-Methoxybenzyl)-9h-Purin-6-AmineHCID 672302529-Butyl-8-(2-methoxy-benzyl)-9H-purin-6-ylamine

Procedure

9-Butyl-8-(2-methoxy-benzyl)-9H-purin-6-ylamine and 9-butyl-8-(3-methoxy-benzyl)-9H-purin-6-ylamine were prepared from 4,5,6-triaminopyrimidine sulfate and, respectively 2-methoxyphenyl acetyl chloride or 3-methoxyphenyl acetic acid, by procedures analogous to the one described above. 2-Fluoro purine analogs were also prepared from 2,4,5,6-tetraaminopyrimidine, by procedures analogous to those described above. See Example 2, step 4.

Sources & evidence

ORD record
ord-8586363e89944167952c27c8c0fa2c50
Source dataset
uspto-grants-2007_07
Patent number
US07241890B2

Reaction notes

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