Potassium Carbonate → HCID 86647549, compound

HRID 1882562Notes

Reaction equation

HRID 1882562 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[C:8]1([CH:14]([C:62]2[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=2)[CH2:15][NH:16][C:17]2[N:25]=[C:24]([C:26](=[O:46])[NH:27][CH2:28][CH2:29][NH:30][C:31]([NH:33][CH:34]3[CH2:39][CH2:38][N:37]([C:40]4[CH:45]=[CH:44][CH:43]=[CH:42][N:41]=4)[CH2:36][CH2:35]3)=[O:32])[N:23]=[C:22]3[C:18]=2[N:19]=[CH:20][N:21]3[C@@H:47]2[CH2:51][C@H:50]([NH:52][C:53]([CH2:55][O:56]C(=O)C)=[O:54])[C@@H:49]([OH:60])[C@H:48]2[OH:61])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[N:37]1([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][N:41]=2)[CH2:38][CH2:39][CH:34]([NH:33][C:31](=[O:32])[NH:30][CH2:29][CH2:28][NH:27][C:26]([C:24]2[N:23]=[C:22]3[C:18]([N:19]=[CH:20][N:21]3[C@@H:47]3[CH2:51][C@H:50]([NH:52][C:53](=[O:54])[CH2:55][OH:56])[C@@H:49]([OH:60])[C@H:48]3[OH:61])=[C:17]([NH:16][CH2:15][CH:14]([C:62]3[CH:63]=[CH:64][CH:65]=[CH:66][CH:67]=3)[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:25]=2)=[O:46])[CH2:35][CH2:36]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86647550HCID 86647550, compound

Product 1

HCID 86647549HCID 86647549, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of acetic acid [(1S,2R,3S,4R)-4-(6-(2,2-diphenyl-ethylamino)-2-{2-[3-(3,4,5,6-tetrahydro-2H-[1,2]bipyridinyl-4-yl)-ureido]-ethylcarbamoyl}-purin-9-yl)-2,3-dihydroxy-cyclopentylcarbamoyl]-methyl ester trifluoroacetate (0.015 g, 16 μmol) in methanol (1 ml) is treated with potassium carbonate (0.01 g, 10 μmol) and the reaction mixture is allowed to stir at room temperature for 1 hour. The solvent is removed in vacuo and purification of the crude by reverse phase column chromatography (Isolute™ C18, 0-100% acetonitrile in water −0.1% TFA) yields the title product. (MH+ 778.6)

Workup

  1. customThe solvent is removed in vacuo and purification of the crude by reverse phase column chromatography (Isolute™ C18, 0-100% acetonitrile in water −0.1% TFA)

Sources & evidence

ORD record
ord-cd5e8bb23ef64dbe95b3be12f267d2ac
Source dataset
uspto-grants-2012_11
Patent number
US08318750B2

Reaction notes

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