Acetate → 3-(6-chloro-8-oxo-9-(tetrahydro-2H-pyran-4-yl)-8,9-dihydro-7H-purin-2-ylamino)-4-nitrobenzonitrile

HRID 89512Notes

Reaction equation

HRID 89512 reaction equation
[Br:47][c:48]1[cH:49][c:50]([C:51]#[N:52])[cH:53][cH:54][c:55]1[N+:56](=[O:57])[O-:58].[C:77](=[O:78])([O-:79])[O-:80].[CH3:83][c:84]1[cH:85][cH:86][cH:87][cH:88][cH:89]1.[Cs+:81].[Cs+:82].[NH2:59][c:60]1[n:61][c:62]([Cl:76])[c:63]2[nH:64][c:65](=[O:75])[n:66]([CH:69]3[CH2:70][CH2:71][O:72][CH2:73][CH2:74]3)[c:67]2[n:68]1.[O-:91][C:92]([CH3:93])=[O:94].[O-:95][C:96]([CH3:97])=[O:98].[Pd+2:90].[cH:1]1[cH:2][cH:3][c:4]([P:5]([c:6]2[cH:7][cH:8][c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[c:15]2-[c:16]2[c:17]3[c:18]([cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24][c:25]2[P:26]([c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)[c:39]2[cH:40][cH:41][cH:42][cH:43][cH:44]2)[cH:45][cH:46]1>>[c:48]1([NH:59][c:60]2[n:61][c:62]([Cl:76])[c:63]3[nH:64][c:65](=[O:75])[n:66]([CH:69]4[CH2:70][CH2:71][O:72][CH2:73][CH2:74]4)[c:67]3[n:68]2)[cH:49][c:50]([C:51]#[N:52])[cH:53][cH:54][c:55]1[N+:56](=[O:57])[O-:58]

Participants

9

Reactant 8

HCID 175Acetate2×HCID 1140TolueneHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 634876Binap, (A+-)-HCID 184132163-Bromo-4-nitrobenzonitrileHCID 576126442-amino-6-chloro-9-(tetrahydro-2H-pyran-4-yl)-7H-purin-8(9H)-one

Product 1

HCID 866229343-(6-chloro-8-oxo-9-(tetrahydro-2H-pyran-4-yl)-8,9-dihydro-7H-purin-2-ylamino)-4-nitrobenzonitrile

Sources & evidence

ORD record
ord-c84b2470dba541dd84dea8d11800e4b2
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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