Acetate → 6-chloro-2-(5-fluoro-2-nitrophenylamino)-9-(tetrahydro-2H-pyran-4-yl)-7H-purin-8(9H)-one

HRID 1201830Notes

Reaction equation

HRID 1201830 reaction equation
[Br:71][c:72]1[c:73]([N+:79](=[O:80])[O-:81])[cH:74][cH:75][c:76]([F:78])[cH:77]1.[C:19](=[O:20])([O-:21])[O-:22].[CH3:91][c:92]1[cH:93][cH:94][cH:95][cH:96][cH:97]1.[CH:82]([N:83]([CH2:84][CH3:85])[CH:86]([CH3:87])[CH3:88])([CH3:89])[CH3:90].[Cs+:23].[Cs+:24].[NH2:1][c:2]1[n:3][c:4]([Cl:18])[c:5]2[nH:6][c:7](=[O:17])[n:8]([CH:11]3[CH2:12][CH2:13][O:14][CH2:15][CH2:16]3)[c:9]2[n:10]1.[O-:103][C:104]([CH3:105])=[O:106].[O-:99][C:100]([CH3:101])=[O:102].[Pd+2:98].[cH:25]1[cH:26][cH:27][c:28]([P:29]([c:30]2[cH:31][cH:32][c:33]3[c:34]([cH:35][cH:36][cH:37][cH:38]3)[c:39]2-[c:40]2[c:41]3[c:42]([cH:43][cH:44][cH:45][cH:46]3)[cH:47][cH:48][c:49]2[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)[c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[cH:69][cH:70]1>>[NH:1]([c:2]1[n:3][c:4]([Cl:18])[c:5]2[nH:6][c:7](=[O:17])[n:8]([CH:11]3[CH2:12][CH2:13][O:14][CH2:15][CH2:16]3)[c:9]2[n:10]1)[c:72]1[c:73]([N+:79](=[O:80])[O-:81])[cH:74][cH:75][c:76]([F:78])[cH:77]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 1140TolueneHCID 19660Carbonate IonHCID 81531DiisopropylethylamineHCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 634876Binap, (A+-)-HCID 27569932-Bromo-4-fluoro-1-nitrobenzeneHCID 576126442-amino-6-chloro-9-(tetrahydro-2H-pyran-4-yl)-7H-purin-8(9H)-one

Product 1

HCID 866229326-chloro-2-(5-fluoro-2-nitrophenylamino)-9-(tetrahydro-2H-pyran-4-yl)-7H-purin-8(9H)-one

Sources & evidence

ORD record
ord-e23cf683d5f847adb5d7ddde973f1c83
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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