(3R)-(+)-3-(Dimethylamino)pyrrolidine → HCID 66735750, compound

HRID 1641966Notes

Reaction equation

HRID 1641966 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.[CH3:94][N:95]([CH3:101])[C@@H:96]1[CH2:100][CH2:99][NH:98][CH2:97]1>>[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43].[CH3:94][N:95]([CH3:101])[C@@H:96]1[CH2:100][CH2:99][N:98]([C:63]2[N:62]=[C:61]3[C:57]([N:58]=[CH:59][N:60]3[C@@H:74]3[CH2:78][C@H:77]([N:79]4[N:80]=[C:81]([CH2:82][CH3:84])[CH:2]=[N:3]4)[C@@H:76]([OH:86])[C@H:75]3[OH:87])=[C:56]([NH:55][CH2:54][CH:53]([C:47]3[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=3)[C:88]3[CH:89]=[CH:90][CH:91]=[CH:92][CH:93]=3)[N:64]=2)[CH2:97]1

Participants

4

Reactant 3

HCID 2758521(3R)-(+)-3-(Dimethylamino)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 66735750HCID 66735750, 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 trifluoro-acetate (Example 461 by replacing 1-(2-amino-ethyl)piperidine with (3R)-(+)-3-(dimethylamino)pyrrolidine. MS (ES+) m/e 623.41 (MH+).

Sources & evidence

ORD record
ord-fc5f9071d4814c20a99a8d549cc88e4d
Source dataset
uspto-grants-2012_02
Patent number
US08114877B2

Reaction notes

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