Ethanol → 5-Phenylpyridin-3-amine

HRID 1137468Notes

Reaction equation

HRID 1137468 reaction equation
[Br:1][c:2]1[cH:3][c:4]([NH2:8])[cH:5][n:6][cH:7]1.[CH3:31][CH2:32][OH:33].[CH3:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[Na+:16].[Na+:17].[O-:18][C:19](=[O:20])[O-:21].[OH:22][B:23]([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)[OH:30].[cH:34]1[cH:35][cH:36][c:37]([P:38]([Pd:39]([P:40]([c:41]2[cH:42][cH:43][cH:44][cH:45][cH:46]2)([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)([P:59]([c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)([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)[P:78]([c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)([c:85]2[cH:86][cH:87][cH:88][cH:89][cH:90]2)[c:91]2[cH:92][cH:93][cH:94][cH:95][cH:96]2)([c:97]2[cH:98][cH:99][cH:100][cH:101][cH:102]2)[c:103]2[cH:104][cH:105][cH:106][cH:107][cH:108]2)[cH:109][cH:110]1>>[c:2]1(-[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:3][c:4]([NH2:8])[cH:5][n:6][cH:7]1

Participants

8

Reactant 7

HCID 702EthanolHCID 923Sodium ion2×HCID 1140TolueneHCID 19660Carbonate IonHCID 66827Phenylboronic AcidHCID 8176813-Amino-5-bromopyridineHCID 178420554HCID 178420554, compound

Product 1

HCID 27629015-Phenylpyridin-3-amine

Sources & evidence

ORD record
ord-07160f06962e46ef98ac6aae3f7d7ca1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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