2-Ethylbenzimidazole → 4-(2-(2-ethyl-1H-benzo[d]imidazol-1-yl)-9-methyl-8-(2-(4-(tetrahydro-2H-pyran-4-yl)piperazin-1-yl)ethyl)-9H-purin-6-yl)morpholine

HRID 286500Notes

Reaction equation

HRID 286500 reaction equation
[C:43](=[O:44])([O-:45])[O-:46].[CH2:32]([CH3:33])[c:34]1[nH:35][c:36]2[c:37]([n:38]1)[cH:39][cH:40][cH:41][cH:42]2.[Cl:1][c:2]1[n:3][c:4]([N:26]2[CH2:27][CH2:28][O:29][CH2:30][CH2:31]2)[c:5]2[n:6][c:7]([CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][N:17]([CH:20]4[CH2:21][CH2:22][O:23][CH2:24][CH2:25]4)[CH2:18][CH2:19]3)[n:8]([CH3:11])[c:9]2[n:10]1.[Cs+:47].[Cs+:48].[O:49]1[CH2:50][CH2:51][O:52][CH2:53][CH2:54]1.[O:57]=[C:58]([CH:59]=[CH:60][c:61]1[cH:62][cH:63][cH:64][cH:65][cH:66]1)[CH:67]=[CH:68][c:69]1[cH:70][cH:71][cH:72][cH:73][cH:74]1.[O:75]=[C:76]([CH:77]=[CH:78][c:79]1[cH:80][cH:81][cH:82][cH:83][cH:84]1)[CH:85]=[CH:86][c:87]1[cH:88][cH:89][cH:90][cH:91][cH:92]1.[O:93]=[C:94]([CH:95]=[CH:96][c:97]1[cH:98][cH:99][cH:100][cH:101][cH:102]1)[CH:103]=[CH:104][c:105]1[cH:106][cH:107][cH:108][cH:109][cH:110]1.[Pd:55].[Pd:56]>>[c:2]1(-[n:35]2[c:34]([CH2:32][CH3:33])[n:38][c:37]3[c:36]2[cH:42][cH:41][cH:40][cH:39]3)[n:3][c:4]([N:26]2[CH2:27][CH2:28][O:29][CH2:30][CH2:31]2)[c:5]2[n:6][c:7]([CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][N:17]([CH:20]4[CH2:21][CH2:22][O:23][CH2:24][CH2:25]4)[CH2:18][CH2:19]3)[n:8]([CH3:11])[c:9]2[n:10]1

Participants

8

Reactant 7

HCID 158072-EthylbenzimidazoleHCID 19660Carbonate IonHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 596052282-Chloro-9-methyl-6-morpholin-4-yl-8-{2-[4-(tetrahydropyran-4-yl)piperazin-1-yl]ethyl}-9H-purine

Product 1

HCID 596061014-(2-(2-ethyl-1H-benzo[d]imidazol-1-yl)-9-methyl-8-(2-(4-(tetrahydro-2H-pyran-4-yl)piperazin-1-yl)ethyl)-9H-purin-6-yl)morpholine

Sources & evidence

ORD record
ord-468b84b114b448c7b1b86cd64581e7d9
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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