Acetate → (4-(4-fluoro-2-methyl-1H-indol-5-yloxy)pyrimidin-2-yl)methyl acetate

HRID 2329393Notes

Reaction equation

HRID 2329393 reaction equation
[Br-:16].[Br:1][CH2:2][CH2:3][Br:4].[C:10]([CH3:11])(=[O:12])[O:13][CH2:14][Br:15].[C:17]([O:18][CH2:19][Zn+:20])(=[O:21])[CH3:22].[C:50]([O-:51])(=[O:52])[CH3:53].[C:55]([O-:56])(=[O:57])[CH3:58].[CH3:5][Si:6]([Cl:7])([CH3:8])[CH3:9].[Cl-:42].[Cl:23][c:24]1[n:25][cH:26][cH:27][c:28]([O:30][c:31]2[c:32]([F:41])[c:33]3[cH:34][c:35]([CH3:40])[nH:36][c:37]3[cH:38][cH:39]2)[n:29]1.[NH4+:43].[O:44]=[CH:45][N:46]([CH3:47])[CH3:48].[Pd+2:54].[Zn:49]>>[C:10]([CH3:11])(=[O:12])[O:13][CH2:14][c:24]1[n:25][cH:26][cH:27][c:28]([O:30][c:31]2[c:32]([F:41])[c:33]3[cH:34][c:35]([CH3:40])[nH:36][c:37]3[cH:38][cH:39]2)[n:29]1

Participants

13

Reactant 12

HCID 175Acetate2×HCID 223AmmoniumHCID 259Bromide ionHCID 312ChlorideHCID 6228DimethylformamideHCID 6397ChlorotrimethylsilaneHCID 78391,2-DibromoethaneHCID 23994ZincHCID 68536Bromomethyl acetateHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 866430875-(2-chloropyrimidin-4-yloxy)-4-fluoro-2-methyl-1H-indoleHCID 178476618HCID 178476618, compound

Product 1

HCID 67433093(4-(4-fluoro-2-methyl-1H-indol-5-yloxy)pyrimidin-2-yl)methyl acetate

Sources & evidence

ORD record
ord-c9287b60b11046d2b39d53daf50b4d34
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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