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

HRID 1219227Notes

Reaction equation

HRID 1219227 reaction equation
[Br-:11].[Br:1][CH2:2][CH2:3][Br:4].[C:12]([O:13][CH2:14][Zn+:15])(=[O:16])[CH3:17].[C:45]([O-:46])(=[O:47])[CH3:48].[C:50]([O-:51])(=[O:52])[CH3:53].[C:5]([CH3:6])(=[O:7])[O:8][CH2:9][Br:10].[Cl-:37].[Cl:18][c:19]1[n:20][cH:21][cH:22][c:23]([O:25][c:26]2[c:27]([F:36])[c:28]3[cH:29][c:30]([CH3:35])[nH:31][c:32]3[cH:33][cH:34]2)[n:24]1.[NH4+:38].[O:39]=[CH:40][N:41]([CH3:42])[CH3:43].[Pd+2:49].[Zn:44]>>[C:5]([CH3:6])(=[O:7])[O:8][CH2:9][c:19]1[n:20][cH:21][cH:22][c:23]([O:25][c:26]2[c:27]([F:36])[c:28]3[cH:29][c:30]([CH3:35])[nH:31][c:32]3[cH:33][cH:34]2)[n:24]1

Participants

12

Reactant 11

HCID 175Acetate2×HCID 223AmmoniumHCID 259Bromide ionHCID 312ChlorideHCID 6228DimethylformamideHCID 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-51b1e781b9ef4e3186e69faeee8caa5d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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