9-Benzyloxy-6-(1-naphthalen-1-yl-cyclopentylmethyl)-2-(tetrahydro-pyran-4-yl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione → 2-Benzyl-9-benzyloxy-6-(1-naphthalen-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

HRID 2169405Notes

Reaction equation

HRID 2169405 reaction equation
C(OC1C(=O)N=C(CC2(C3C4C(=CC=CC=4)C=CC=3)CCCC2)N2CCN(C3CCOCC3)C(=O)C=12)C1C=CC=CC=1.[CH2:43]([N:50]([CH2:84][CH2:85]O)[C:51]([C:53]1[C:58]([O:59][CH2:60][C:61]2[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=2)=[C:57]([OH:67])[N:56]=[C:55]([CH2:68][C:69]2([C:74]3[C:83]4[C:78](=[CH:79][CH:80]=[CH:81][CH:82]=4)[CH:77]=[CH:76][CH:75]=3)[CH2:73][CH2:72][CH2:71][CH2:70]2)[N:54]=1)=[O:52])[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1>>[CH2:43]([N:50]1[CH2:84][CH2:85][N:54]2[C:55]([CH2:68][C:69]3([C:74]4[C:83]5[C:78](=[CH:79][CH:80]=[CH:81][CH:82]=5)[CH:77]=[CH:76][CH:75]=4)[CH2:73][CH2:72][CH2:71][CH2:70]3)=[N:56][C:57](=[O:67])[C:58]([O:59][CH2:60][C:61]3[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=3)=[C:53]2[C:51]1=[O:52])[C:44]1[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=1

Participants

3

Reactant 2

HCID 867260339-Benzyloxy-6-(1-naphthalen-1-yl-cyclopentylmethyl)-2-(tetrahydro-pyran-4-yl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dioneHCID 178519961HCID 178519961, compound

Product 1

HCID 867260372-Benzyl-9-benzyloxy-6-(1-naphthalen-1-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

Procedure

This compound was prepared following the same method as described for pure 9-benzyloxy-6-(1-naphthalen-1-yl-cyclopentylmethyl)-2-(tetrahydro-pyran-4-yl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (368) from 5-benzyloxy-6-hydroxy-2-(1-naphthalen-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid benzyl-(2-hydroxyethyl)-amide (371) (155 mg, 0.26 mmol). The yield was 122 mg of a mixture of a white sticky solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-dd82e77762df431baa50176d6e671f69
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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