Chloride → 6-(4-chloropyrimidin-5-yl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

HRID 2148084Notes

Reaction equation

HRID 2148084 reaction equation
[CH2:46]1[O:47][CH2:48][CH2:49][CH2:50]1.[CH:18]([Mg+:19])([CH3:20])[CH3:21].[Cl-:17].[Cl-:51].[Cl-:53].[Cl:22][c:23]1[n:24][cH:25][n:26][cH:27][c:28]1[I:29].[I:1][c:2]1[c:3]2[n:4][cH:5][n:6]([CH:11]3[O:12][CH2:13][CH2:14][CH2:15][CH2:16]3)[c:7]2[n:8][cH:9][n:10]1.[O:56]=[C:57]([CH:58]=[CH:59][c:60]1[cH:61][cH:62][cH:63][cH:64][cH:65]1)[CH:66]=[CH:67][c:68]1[cH:69][cH:70][cH:71][cH:72][cH:73]1.[O:74]=[C:75]([CH:76]=[CH:77][c:78]1[cH:79][cH:80][cH:81][cH:82][cH:83]1)[CH:84]=[CH:85][c:86]1[cH:87][cH:88][cH:89][cH:90][cH:91]1.[O:92]=[C:93]([CH:94]=[CH:95][c:96]1[cH:97][cH:98][cH:99][cH:100][cH:101]1)[CH:102]=[CH:103][c:104]1[cH:105][cH:106][cH:107][cH:108][cH:109]1.[Pd:54].[Pd:55].[Zn+2:52].[o:30]1[cH:31][cH:32][cH:33][c:34]1[P:35]([c:36]1[o:37][cH:38][cH:39][cH:40]1)[c:41]1[o:42][cH:43][cH:44][cH:45]1>>[c:2]1(-[c:28]2[c:23]([Cl:22])[n:24][cH:25][n:26][cH:27]2)[c:3]2[n:4][cH:5][n:6]([CH:11]3[O:12][CH2:13][CH2:14][CH2:15][CH2:16]3)[c:7]2[n:8][cH:9][n:10]1

Participants

10

Reactant 9

HCID 312Chloride3×HCID 8028TetrahydrofuranHCID 23938Palladium2×HCID 32051Zinc(2+)HCID 95417Dibenzylidene acetone3×HCID 2340049H-Purine, 6-iodo-9-(tetrahydro-2H-pyran-2-yl)-HCID 521585Tris(furan-2-yl)phosphaneHCID 112302044-Chloro-5-iodopyrimidineHCID 178461726HCID 178461726, compound

Product 1

HCID 596273686-(4-chloropyrimidin-5-yl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

Sources & evidence

ORD record
ord-621736c21a8142ddad87267a1ba3b982
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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