Bicarbonate Ion → [2-Fluoro-4-(6-methyl-1,3-benzoxazol-2-yl)phenyl]acetonitrile

HRID 303582Notes

Reaction equation

HRID 303582 reaction equation
[Br:16][c:17]1[cH:18][c:19]([F:26])[c:20]([CH2:21][C:22]#[N:23])[cH:24][cH:25]1.[CH2:11]([Li:12])[CH2:13][CH2:14][CH3:15].[CH2:32]1[O:33][CH2:34][CH2:35][CH2:36]1.[CH3:1][c:2]1[cH:3][c:4]2[c:5]([n:6][cH:7][o:8]2)[cH:9][cH:10]1.[Na+:31].[O-:27][C:28]([OH:29])=[O:30].[Pd:37]([Cl:38])[Cl:39].[c:40]1([P:41]([c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[cH:54][cH:55][cH:56][cH:57][cH:58]1.[c:59]1([P:60]([c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[cH:73][cH:74][cH:75][cH:76][cH:77]1>>[CH3:1][c:2]1[cH:3][c:4]2[c:5]([n:6][c:7](-[c:17]3[cH:18][c:19]([F:26])[c:20]([CH2:21][C:22]#[N:23])[cH:24][cH:25]3)[o:8]2)[cH:9][cH:10]1

Participants

9

Reactant 8

HCID 769Bicarbonate IonHCID 923Sodium ionHCID 8028TetrahydrofuranHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 27249696-MethylbenzoxazoleHCID 71723082-(4-Bromo-2-fluorophenyl)acetonitrileHCID 178418339Butyllithium

Product 1

HCID 10192864[2-Fluoro-4-(6-methyl-1,3-benzoxazol-2-yl)phenyl]acetonitrile

Sources & evidence

ORD record
ord-73746ff4c9834161b273ea04d972a994
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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