Acetate → 4'-Fluoro-biphenyl-4-carboxylic acid (6-cyano-1,2,3,4-tetrahydro-naphthalen-2-yl)-amide

HRID 153783Notes

Reaction equation

HRID 153783 reaction equation
[Br:28][c:29]1[cH:30][c:31]2[c:36]([cH:37][cH:38]1)[CH2:35][CH:34]([NH:39][C:40](=[O:41])[c:42]1[cH:43][cH:44][c:45](-[c:48]3[cH:49][cH:50][c:51]([F:54])[cH:52][cH:53]3)[cH:46][cH:47]1)[CH2:33][CH2:32]2.[C-:71]#[N:72].[C-:74]#[N:75].[CH2:23]([Zn:24][CH2:25][CH3:26])[CH3:27].[CH3:55][N:56]1[CH2:57][CH2:58][CH2:59][C:60]1=[O:61].[O-:63][C:64]([CH3:65])=[O:66].[O-:67][C:68]([CH3:69])=[O:70].[Pd+2:62].[Zn+2:73].[c:1]1([CH3:2])[cH:3][cH:4][cH:5][cH:6][c:7]1[P:8]([c:9]1[cH:10][cH:11][cH:12][cH:13][c:14]1[CH3:15])[c:16]1[cH:17][cH:18][cH:19][cH:20][c:21]1[CH3:22]>>[c:29]1([C:55]#[N:56])[cH:30][c:31]2[c:36]([cH:37][cH:38]1)[CH2:35][CH:34]([NH:39][C:40](=[O:41])[c:42]1[cH:43][cH:44][c:45](-[c:48]3[cH:49][cH:50][c:51]([F:54])[cH:52][cH:53]3)[cH:46][cH:47]1)[CH2:33][CH2:32]2

Participants

9

Reactant 8

HCID 175Acetate2×HCID 5975Cyanide2×HCID 13387N-methyl-2-pyrrolidoneHCID 32051Zinc(2+)HCID 80271Tri-o-tolylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 590160704'-Fluoro-biphenyl-4-carboxylic acid (6-bromo-1,2,3,4-tetrahydro-naphthalen-2-yl)-amideHCID 178418750HCID 178418750, compound

Product 1

HCID 590160744'-Fluoro-biphenyl-4-carboxylic acid (6-cyano-1,2,3,4-tetrahydro-naphthalen-2-yl)-amide

Sources & evidence

ORD record
ord-0259e7cffa994258991b9328d3f798c4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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