Hydrochloric Acid → 9-((1R,2S,3R,4S)-4-Amino-2,3-dihydroxy-cyclopentyl)-6-(2,2-diphenyl-ethylamino)-9H-purine-2-carboxylic acid (2-{3-[1-(3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-ylcarbamoyl)-piperidin-4-yl]-ureido}-ethyl)-amide dihydrochloride

HRID 2382437Notes

Reaction equation

HRID 2382437 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:12][C@@H:11]([N:13]2[CH:21]=[N:20][C:19]3[C:14]2=[N:15][C:16]([C:37](=[O:66])[NH:38][CH2:39][CH2:40][NH:41][C:42]([NH:44][CH:45]2[CH2:50][CH2:49][N:48]([C:51](=[O:65])[NH:52][CH:53]4[CH2:58][CH2:57][N:56]([C:59]5[CH:64]=[CH:63][CH:62]=[CH:61][N:60]=5)[CH2:55][CH2:54]4)[CH2:47][CH2:46]2)=[O:43])=[N:17][C:18]=3[NH:22][CH2:23][CH:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C@H:10]([OH:67])[C@@H:9]1[OH:68])(C)(C)C.[ClH:70]>CO.O1CCOCC1>[ClH:70].[ClH:70].[N:56]1([C:59]2[CH:64]=[CH:63][CH:62]=[CH:61][N:60]=2)[CH2:57][CH2:58][CH:53]([NH:52][C:51]([N:48]2[CH2:47][CH2:46][CH:45]([NH:44][C:42](=[O:43])[NH:41][CH2:40][CH2:39][NH:38][C:37]([C:16]3[N:15]=[C:14]4[C:19]([N:20]=[CH:21][N:13]4[C@@H:11]4[CH2:12][C@H:8]([NH2:7])[C@@H:9]([OH:68])[C@H:10]4[OH:67])=[C:18]([NH:22][CH2:23][CH:24]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:17]=3)=[O:66])[CH2:50][CH2:49]2)=[O:65])[CH2:54][CH2:55]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86647556{(1S,2R,3S,4R)-4-[6-(2,2-Diphenyl-ethylamino)-2-(2-{3-[1-(3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-ylcarbamoyl)-piperidin-4-yl]-ureido}-ethylcarbamoyl)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-carbamic acid tert-butyl ester

Product 1

HCID 866475579-((1R,2S,3R,4S)-4-Amino-2,3-dihydroxy-cyclopentyl)-6-(2,2-diphenyl-ethylamino)-9H-purine-2-carboxylic acid (2-{3-[1-(3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-ylcarbamoyl)-piperidin-4-yl]-ureido}-ethyl)-amide dihydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of {(1S,2R,3S,4R)-4-[6-(2,2-diphenyl-ethylamino)-2-(2-{3-[1-(3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-ylcarbamoyl)-piperidin-4-yl]-ureido}-ethylcarbamoyl)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-carbamic acid tert-butyl ester (76.7 mg, 81 μmol) in MeOH (0.5 ml) is treated with 4M HCl in dioxane (0.5 ml). After stirring at room temperature for 1 hour, the solvent is removed in vacuo to afford the title compound which is used crude in the next step.

Workup

  1. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-9f4aec223ffd4fd980838049cfa30fb2
Source dataset
uspto-grants-2012_09
Patent number
US08258141B2

Reaction notes

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