N-ethylhistamine → N-((1S,2R,3S,4R)-4-{6-Amino-2-[2-(1-ethyl-1H-imidazol-4-yl)-ethylamino]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-isobutyramide

HRID 1696999Notes

Reaction equation

HRID 1696999 reaction equation
[NH2:1][C:2]1[N:10]=[C:9](Cl)[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:12]1[CH2:16][C@H:15]([NH:17][C:18](=[O:22])[CH:19]([CH3:21])[CH3:20])[C@@H:14]([OH:23])[C@H:13]1[OH:24].[CH2:25]([N:27]1[CH:31]=[C:30]([CH2:32][CH2:33][NH2:34])[N:29]=[CH:28]1)[CH3:26]>>[NH2:1][C:2]1[N:10]=[C:9]([NH:34][CH2:33][CH2:32][C:30]2[N:29]=[CH:28][N:27]([CH2:25][CH3:26])[CH:31]=2)[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:12]1[CH2:16][C@H:15]([NH:17][C:18](=[O:22])[CH:19]([CH3:21])[CH3:20])[C@@H:14]([OH:23])[C@H:13]1[OH:24]

Participants

3

Reactant 2

HCID 44292270N-ethylhistamineHCID 86622636N-[(1S,2R,3S,4R)-4-(6-Amino-2-chloro-purin-9-yl)-2,3-dihydroxy-cyclopentyl]-isobutyramide

Product 1

HCID 11539817N-((1S,2R,3S,4R)-4-{6-Amino-2-[2-(1-ethyl-1H-imidazol-4-yl)-ethylamino]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-isobutyramide

Procedure

N-[(1S,2R,3S,4R)-4-(6-Amino-2-chloro-purin-9-yl)-2,3-dihydroxy-cyclopentyl]-isobutyramide is reacted with and 2-(1-ethyl-1H-imidazol-4-yl)-ethylamine to give the title compound Lasing a procedure analogous to that of Example 9. MS (ES+) m/e 458 (MH+).

Sources & evidence

ORD record
ord-3fcb5432f081440dbcf58157ad89c089
Source dataset
uspto-grants-2012_04
Patent number
US08163754B2

Reaction notes

Loading…