(3R)-3-(Pyrrolidin-1-YL)pyrrolidine → HCID 66736739, compound

HRID 1641965Notes

Reaction equation

HRID 1641965 reaction equation
Cl[C:2]1N=C2C(N=CN2C2CC(N3C=C(CC)N=N3)C(O)C2O)=C(NCC(C2C=CC=CC=2)C2C=CC=CC=2)[N:3]=1.[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43].[C:47]1([CH:53]([C:88]2[CH:93]=[CH:92][CH:91]=[CH:90][CH:89]=2)[CH2:54][NH:55][C:56]2[N:64]=[C:63](NCCN3CCCCC3)[N:62]=[C:61]3[C:57]=2[N:58]=[CH:59][N:60]3[C@@H:74]2[CH2:78][C@H:77]([N:79]3C=[C:82]([CH2:84]O)[CH:81]=[N:80]3)[C@@H:76]([OH:86])[C@H:75]2[OH:87])[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1.[N:94]1([C@@H:99]2[CH2:103][CH2:102][NH:101][CH2:100]2)[CH2:98][CH2:97][CH2:96][CH2:95]1>>[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43].[N:94]1([C@@H:99]2[CH2:103][CH2:102][N:101]([C:63]3[N:62]=[C:61]4[C:57]([N:58]=[CH:59][N:60]4[C@@H:74]4[CH2:78][C@H:77]([N:79]5[N:80]=[C:81]([CH2:82][CH3:84])[CH:2]=[N:3]5)[C@@H:76]([OH:86])[C@H:75]4[OH:87])=[C:56]([NH:55][CH2:54][CH:53]([C:47]4[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=4)[C:88]4[CH:89]=[CH:90][CH:91]=[CH:92][CH:93]=4)[N:64]=3)[CH2:100]2)[CH2:98][CH2:97][CH2:96][CH2:95]1

Participants

4

Reactant 3

HCID 7176272(3R)-3-(Pyrrolidin-1-YL)pyrrolidineHCID 66735860(1R,2S,3R,5S)-3-[6-(2,2-diphenyl-ethylamino)-2-(2-piperidin-1-yl-ethylamino)-purin-9-yl]-5-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentane-1,2-diol trifluoro-acetateHCID 866228023-[2-Chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-(4-ethyl-[1,2,3]triazol-1-yl)-cyclopentane-1,2-diol

Product 1

HCID 66736739HCID 66736739, compound

Procedure

This compound is prepared from 3-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-(4-ethyl-[1,2,3]triazol-1-yl)-cyclopentane-1,2-diol (Intermediate BA9) using a procedure analogous to that of (1R,2S,3R,5S)-3-[6-(2,2-diphenyl-ethylamino)-2-(2-piperidin-1-yl-ethylamino)-purin-9-yl]-5-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentane-1,2-diol trifluoroacetate (Example 461 by replacing 1-(2-amino-ethyl)piperidine with (R)-[1,3′]bipyrrolidinyl (intermediate EB). MS (ES+) m/e 649.46 (MH+).

Sources & evidence

ORD record
ord-141de7aa7a66491287178ac388fec362
Source dataset
uspto-grants-2012_02
Patent number
US08114877B2

Reaction notes

Loading…