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 1045321Notes

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]([NH:27][CH2:28][CH:29]3[CH2:33][CH2:32][CH2:31][CH2:30]3)=[O:26])[CH:22]=[N:21]1)=[N:14][C:15]=2[NH2:19].[Cl:34][C:35]1C=CC(CN)=CC=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:27][CH2:28][C:29]3[CH:33]=[CH:32][C:35]([Cl:34])=[CH:31][CH:30]=3)=[O:26])[CH:22]=[N:21]1)=[N:14][C:15]=2[NH2:19]

Participants

Reactant 2

HCID 660364-Chlorobenzylamine

HCID 9933850(1-{9-[(4s,2r,3r,5r)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-aminopurin-2-yl}pyrazol-4-yl)-n-(cyclopentylmethyl)carboxamide

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-611d48442aaf4e47bbce5f72cc0f9919
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08569260B2

Reaction notes

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