Isopropanol → 5-Bromo-3-nitro-4-(4-(pyrimidin-5-ylmethyl)piperazin-1-yl)pyridin-2-amine

HRID 2336534Notes

Reaction equation

HRID 2336534 reaction equation
[Br:1][c:2]1[c:3]([N:12]2[CH2:13][CH2:14][N:15]([CH:18]([c:19]3[cH:20][cH:21][cH:22][cH:23][n:24]3)[CH3:25])[CH2:16][CH2:17]2)[c:4]([N+:9](=[O:10])[O-:11])[c:5]([NH2:8])[n:6][cH:7]1.[Br:53][c:54]1[c:55]([Cl:56])[c:57]([N+:58]([O-:59])=[O:60])[c:61]([NH2:62])[n:63][cH:64]1.[Br:71][c:72]1[cH:73][cH:74][cH:75][cH:76][n:77]1.[CH2:65]1[NH:66][CH2:67][CH2:68][NH:69][CH2:70]1.[CH:84]([OH:85])([CH3:86])[CH3:87].[CH:88]([N:89]([CH2:90][CH3:91])[CH:92]([CH3:93])[CH3:94])([CH3:95])[CH3:96].[Cl:97][CH2:98][Cl:99].[F:46][C:47]([F:48])([F:49])[C:50]([OH:51])=[O:52].[cH:78]1[cH:79][n:80][cH:81][n:82][cH:83]1.[n:26]1[cH:27][n:28][cH:29][c:30]([CH2:32][N:33]2[CH2:34][CH2:35][N:36]([C:37]([O:38][C:39]([CH3:40])([CH3:41])[CH3:42])=[O:43])[CH2:44][CH2:45]2)[cH:31]1>>[Br:1][c:2]1[c:3]([N:12]2[CH2:13][CH2:14][N:15]([CH2:18][c:30]3[cH:29][n:28][cH:27][n:26][cH:31]3)[CH2:16][CH2:17]2)[c:4]([N+:9](=[O:10])[O-:11])[c:5]([NH2:8])[n:6][cH:7]1

Participants

11

Reactant 10

HCID 3776IsopropanolHCID 4837PiperazineHCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 79732-BromopyridineHCID 9260PyrimidineHCID 81531DiisopropylethylamineHCID 454802365-Bromo-4-chloro-3-nitropyridin-2-amineHCID 46867017Tert-butyl 4-(pyrimidin-5-ylmethyl)piperazine-1-carboxylateHCID 578971485-Bromo-3-nitro-4-(4-(1-(pyridin-2-yl)ethyl)piperazin-1-yl)pyridin-2-amine

Product 1

HCID 468687805-Bromo-3-nitro-4-(4-(pyrimidin-5-ylmethyl)piperazin-1-yl)pyridin-2-amine

Sources & evidence

ORD record
ord-00ad216037e14dff9eea67a8f31e1404
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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