Acetonitrile → 5-Bromo-6-{2-[2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethoxy}-nicotinic acid methyl ester

HRID 834171Notes

Reaction equation

HRID 834171 reaction equation
[Br:35][c:36]1[c:37]([OH:46])[n:38][cH:39][c:40]([C:41](=[O:42])[O:43][CH3:44])[cH:45]1.[CH3:82][C:83]#[N:84].[Cl:1][c:2]1[cH:3][cH:4][c:5](-[c:8]2[n:9][c:10]3[c:11]([n:12]2[CH:13]([CH2:14][O:15][CH2:16][CH:17]2[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]2)[CH:23]2[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2)[cH:29][c:30]([F:34])[c:31]([F:33])[cH:32]3)[cH:6][cH:7]1.[N:66]([C:67]([O:68][C:69]([CH3:70])([CH3:71])[CH3:72])=[O:73])=[N:74][C:75]([O:76][C:77]([CH3:78])([CH3:79])[CH3:80])=[O:81].[c:47]1([P:48]([c:49]2[cH:50][cH:51][cH:52][cH:53][cH:54]2)[c:55]2[cH:56][cH:57][cH:58][cH:59][cH:60]2)[cH:61][cH:62][cH:63][cH:64][cH:65]1>>[Cl:1][c:2]1[cH:3][cH:4][c:5](-[c:8]2[n:9][c:10]3[c:11]([n:12]2[CH:13]([CH2:14][O:46][c:37]2[c:36]([Br:35])[cH:45][c:40]([C:41](=[O:42])[O:43][CH3:44])[cH:39][n:38]2)[CH:23]2[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2)[cH:29][c:30]([F:34])[c:31]([F:33])[cH:32]3)[cH:6][cH:7]1

Participants

6

Reactant 5

HCID 6342AcetonitrileHCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 2764315Methyl 5-bromo-6-hydroxynicotinateHCID 666192022-(4-Chloro-phenyl)-1-(1-cyclohexyl-2-cyclohexylmethoxy-ethyl)-5,6-difluoro-1H-benzoimidazole

Product 1

HCID 666193255-Bromo-6-{2-[2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethoxy}-nicotinic acid methyl ester

Sources & evidence

ORD record
ord-d88fbd29d1a44dc6911df42b7edbef3d
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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