Acetate → HCID 11396254, compound

HRID 722094Notes

Reaction equation

HRID 722094 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][C:12]2[CH:17]=[C:16]([O:18][CH3:19])[C:15]([OH:20])=[C:14]([O:21][CH3:22])[C:13]=2[Br:23])=[C:4]([Cl:24])[N:3]=1.[C:25]([O-])(=O)C>>[Br:23][C:13]1[C:14]([O:21][CH3:22])=[C:15]([O:20][CH3:25])[C:16]([O:18][CH3:19])=[CH:17][C:12]=1[CH2:11][N:8]1[CH:7]=[N:6][C:5]2[C:9]1=[N:10][C:2]([NH2:1])=[N:3][C:4]=2[Cl:24].[Cl:24][C:4]1[N:3]=[C:2]([NH2:1])[N:10]=[C:9]2[C:5]=1[N:6]=[CH:7][N:8]2[CH2:11][C:12]1[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:25])=[C:14]([O:21][CH3:22])[CH:13]=1

Participants

4

Reactant 2

HCID 175AcetateHCID 21883045HCID 21883045, compound

Product 2

HCID 11396254HCID 11396254, compoundHCID 16735062HCID 16735062, compound

Procedure

The title compound was obtained by O-methylation of 4-(2-amino-6-chloro-purin-9-ylmethyl)-3-bromo-2,6-dimethoxy-phenol (see previous example) according to the general procedure 2.6. The title compound could also be obtained by bromination of 6-chloro-9-(3,4,5-trimethoxy-benzyl)-9H-purin-2-ylamine (see example 48) in acetate buffer according to the general procedure 3.1. HPLC Rt: 5.742 min. 1H-NMR (CDCl3): δ 7.85 (s, 1H), 6.66 (s, 1H), 5.32 (s, 2H), 5.11 (s, 2H), 3.90 (s, 3H), 3.87 (s, 3H), 3.76 (s, 3H).

Sources & evidence

ORD record
ord-6c55cfe229e645a29c52b23c04ef88b3
Source dataset
uspto-grants-2006_11
Patent number
US07138401B2

Reaction notes

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