HCID 136377079, compound → HCID 178522818, compound

HRID 1409559Notes

Reaction equation

HRID 1409559 reaction equation
COC(C1C(O)=C(O)N=C(CC2([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)CCCC2)N=1)=O.[CH3:25][NH:26][C:27]([C:29]1[N:30]=[C:31]([CH2:37][C:38]2([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)[CH2:42][CH2:41][CH2:40][CH2:39]2)[NH:32][C:33](=[O:36])[C:34]=1[OH:35])=[O:28]>>[CH2:25]([NH:26][C:27]([C:29]1[C:34]([OH:35])=[C:33]([OH:36])[N:32]=[C:31]([CH2:37][C:38]2([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)[CH2:39][CH2:40][CH2:41][CH2:42]2)[N:30]=1)=[O:28])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 136377079HCID 136377079, compoundHCID 178499080HCID 178499080, compound

Product 1

HCID 178522818HCID 178522818, compound

Procedure

5,6-Dihydroxy-2-(1-phenyl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid benzylamide was synthesized as an off-white solid (20 mg, 30%) from 55 mg of 5,6-dihydroxy-2-(1-phenyl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid methyl ester following the procedure described for 5-hydroxy-6-oxo-2-(1-phenyl-cyclopentylmethyl)-1,6-dihydro-pyrimidine-4-carboxylic acid methylamide (Example 9). LCMS: m/z=403.8 (MH+).

Sources & evidence

ORD record
ord-c1ce55c9302d4bf0b2cc8245d223c379
Source dataset
uspto-grants-2014_12
Patent number
US08921388B2

Reaction notes

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