Ethanol → 10a-(4-chlorophenyl)-7-(pyridin-3-yl)-2,3,10,10a-tetrahydro-1H,5H-imidazo[1,2-a]pyrrolo[1,2-d]pyrazin-5-one

HRID 666371Notes

Reaction equation

HRID 666371 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[n:5]([cH:21]1)[CH2:6][C:7]1([c:14]3[cH:15][cH:16][c:17]([Cl:20])[cH:18][cH:19]3)[N:8]([C:9]2=[O:10])[CH2:11][CH2:12][NH:13]1.[CH3:37][CH2:38][OH:39].[CH3:40][O:41][CH2:42][CH2:43][O:44][CH3:45].[Na+:31].[Na+:32].[O-:33][C:34](=[O:35])[O-:36].[OH2:87].[Pd:46]([Cl:47])[Cl:48].[c:49]1([P:50]([c:51]2[cH:52][cH:53][cH:54][cH:55][cH:56]2)[c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[cH:63][cH:64][cH:65][cH:66][cH:67]1.[c:68]1([P:69]([c:70]2[cH:71][cH:72][cH:73][cH:74][cH:75]2)[c:76]2[cH:77][cH:78][cH:79][cH:80][cH:81]2)[cH:82][cH:83][cH:84][cH:85][cH:86]1.[n:22]1[cH:23][c:24]([B:28]([OH:29])[OH:30])[cH:25][cH:26][cH:27]1>>[c:2]1(-[c:24]2[cH:23][n:22][cH:27][cH:26][cH:25]2)[cH:3][c:4]2[n:5]([cH:21]1)[CH2:6][C:7]1([c:14]3[cH:15][cH:16][c:17]([Cl:20])[cH:18][cH:19]3)[N:8]([C:9]2=[O:10])[CH2:11][CH2:12][NH:13]1

Participants

10

Reactant 9

HCID 702EthanolHCID 923Sodium ion2×HCID 962WaterHCID 80711,2-DimethoxyethaneHCID 11776Triphenylphosphine2×HCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 27343783-Pyridinylboronic acidHCID 584063827-bromo-10a-(4-chlorophenyl)-2,3,10,10a-tetrahydro-1H,5H-imidazo[1,2-a]pyrrolo[1,2-d]pyrazin-5-one

Product 1

HCID 6737038510a-(4-chlorophenyl)-7-(pyridin-3-yl)-2,3,10,10a-tetrahydro-1H,5H-imidazo[1,2-a]pyrrolo[1,2-d]pyrazin-5-one

Sources & evidence

ORD record
ord-b3a6c16fe14140e4aac33a60ff7db369
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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