Acetic Acid → 5-Methyl-3-phenylpyridin-2-amine

HRID 1131523Notes

Reaction equation

HRID 1131523 reaction equation
[Br:1][NH:2][C:3](=[O:4])[CH2:5][CH2:6][C:7]([NH2:8])=[O:9].[C:28](=[O:29])([O-:30])[O-:31].[CH3:34][C:35](=[O:36])[OH:37].[CH3:38][S:39]([CH3:40])=[O:41].[K+:32].[K+:33].[NH2:10][c:11]1[n:12][cH:13][c:14]([CH3:18])[cH:15][c:16]1[Br:17].[OH:19][B:20]([OH:21])[c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1.[Pd:42]([Cl:43])[Cl:44].[c:45]1([P:46]([c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[cH:59][cH:60][cH:61][cH:62][cH:63]1.[c:64]1([P:65]([c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)[cH:78][cH:79][cH:80][cH:81][cH:82]1>>[NH2:10][c:11]1[n:12][cH:13][c:14]([CH3:18])[cH:15][c:16]1-[c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1

Participants

10

Reactant 9

HCID 176Acetic AcidHCID 679Dimethyl SulfoxideHCID 813Potassium Cation2×HCID 11776Triphenylphosphine2×HCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 66827Phenylboronic AcidHCID 5193802-Amino-3-bromo-5-methylpyridineHCID 9834204N-Bromosuccinamide

Product 1

HCID 222635475-Methyl-3-phenylpyridin-2-amine

Sources & evidence

ORD record
ord-67254276e592402eb9deffd6d3789dbc
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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