Bicarbonate Ion → 6-(4-Aminophenyl)-2-chloronicotinonitrile

HRID 185418Notes

Reaction equation

HRID 185418 reaction equation
[C:21](=[O:22])([OH:23])[O-:24].[Cl:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([Cl:10])[n:9]1.[NH2:11][c:12]1[cH:13][cH:14][c:15]([B:18]([OH:19])[OH:20])[cH:16][cH:17]1.[Na+:25].[O:27]1[CH2:28][CH2:29][O:30][CH2:31][CH2:32]1.[OH2:26].[cH:33]1[cH:34][cH:35][c:36]([P:37]([Pd:38]([P:39]([c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)([c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)[c:52]2[cH:53][cH:54][cH:55][cH:56][cH:57]2)([P:58]([c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)([c:65]2[cH:66][cH:67][cH:68][cH:69][cH:70]2)[c:71]2[cH:72][cH:73][cH:74][cH:75][cH:76]2)[P:77]([c:78]2[cH:79][cH:80][cH:81][cH:82][cH:83]2)([c:84]2[cH:85][cH:86][cH:87][cH:88][cH:89]2)[c:90]2[cH:91][cH:92][cH:93][cH:94][cH:95]2)([c:96]2[cH:97][cH:98][cH:99][cH:100][cH:101]2)[c:102]2[cH:103][cH:104][cH:105][cH:106][cH:107]2)[cH:108][cH:109]1>>[Cl:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8](-[c:15]2[cH:14][cH:13][c:12]([NH2:11])[cH:17][cH:16]2)[n:9]1

Participants

8

Reactant 7

HCID 769Bicarbonate IonHCID 923Sodium ionHCID 962WaterHCID 312751,4-DioxaneHCID 27346154-Aminophenylboronic acidHCID 126055382,6-Dichloropyridine-3-carbonitrileHCID 178420554HCID 178420554, compound

Product 1

HCID 597666616-(4-Aminophenyl)-2-chloronicotinonitrile

Sources & evidence

ORD record
ord-cabaa5fc13944e51ae2a89c8ecef3efd
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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