4-Chlorobenzylamine → 1-[6-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-2-yl]-1H-pyrazole-4-carboxylic acid 4-chloro-benzylamide

HRID 856902Notes

Reaction equation

HRID 856902 reaction equation
[OH:1][C@@H:2]1[C@H:6]([OH:7])[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:10]1[CH:18]=[N:17][C:16]2[C:11]1=[N:12][C:13]([N:20]1[CH:24]=[C:23]([C:25](NC3CCCC3)=[O:26])[CH:22]=[N:21]1)=[N:14][C:15]=2[NH2:19].[Cl:33][C:34]1[CH:41]=[CH:40][C:37]([CH2:38][NH2:39])=[CH:36][CH:35]=1>>[OH:1][C@@H:2]1[C@H:6]([OH:7])[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:10]1[CH:18]=[N:17][C:16]2[C:11]1=[N:12][C:13]([N:20]1[CH:24]=[C:23]([C:25]([NH:39][CH2:38][C:37]3[CH:40]=[CH:41][C:34]([Cl:33])=[CH:35][CH:36]=3)=[O:26])[CH:22]=[N:21]1)=[N:14][C:15]=2[NH2:19]

Participants

3

Reactant 2

HCID 660364-ChlorobenzylamineHCID 443308522-[4-[(Cyclopentylamino)carbonyl]-1H-pyrazol-1-yl]-Adenosine

Product 1

HCID 98706161-[6-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-2-yl]-1H-pyrazole-4-carboxylic acid 4-chloro-benzylamide

Procedure

Compound 22 was prepared in a manner similar to that of compound 21 using 4-chlorobenzylamine instead of cyclopentylamine, MS 501.19 (M+1).

Sources & evidence

ORD record
ord-11e7018750554b18afa8ec778eea9f79
Source dataset
uspto-grants-2006_12
Patent number
US07144872B2

Reaction notes

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