Triphenylphosphine → 5-(2'-amino-1'-methyl-5'-oxo-2-phenyl-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-2-fluoro-N-(2-hydroxyethyl)benzamide

HRID 809524Notes

Reaction equation

HRID 809524 reaction equation
[C:47](=[O:48])([O-:49])[O-:50].[CH2:41]1[O:42][CH2:43][CH2:44][O:45][CH2:46]1.[Cs+:51].[Cs+:52].[F:25][c:26]1[c:27]([C:35]([NH:36][CH2:37][CH2:38][OH:39])=[O:40])[cH:28][c:29]([B:32]([OH:33])[OH:34])[cH:30][cH:31]1.[NH2:1][C:2]1=[N:22][C:5]2([C:4](=[O:23])[N:3]1[CH3:24])[CH2:6][CH:7]([c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1)[O:8][c:9]1[cH:10][cH:11][c:12]([Br:15])[cH:13][c:14]12.[Pd:53]([Cl:54])[Cl:55].[c:56]1([P:57]([c:58]2[cH:59][cH:60][cH:61][cH:62][cH:63]2)[c:64]2[cH:65][cH:66][cH:67][cH:68][cH:69]2)[cH:70][cH:71][cH:72][cH:73][cH:74]1.[c:75]1([P:76]([c:77]2[cH:78][cH:79][cH:80][cH:81][cH:82]2)[c:83]2[cH:84][cH:85][cH:86][cH:87][cH:88]2)[cH:89][cH:90][cH:91][cH:92][cH:93]1>>[NH2:1][C:2]1=[N:22][C:5]2([C:4](=[O:23])[N:3]1[CH3:24])[CH2:6][CH:7]([c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1)[O:8][c:9]1[cH:10][cH:11][c:12](-[c:29]3[cH:28][c:27]([C:35]([NH:36][CH2:37][CH2:38][OH:39])=[O:40])[c:26]([F:25])[cH:31][cH:30]3)[cH:13][c:14]12

Participants

8

Reactant 7

HCID 11776Triphenylphosphine2×HCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 312751,4-DioxaneHCID 104967Cesium cation2×HCID 44717584(4-Fluoro-3-((2-hydroxyethyl)carbamoyl)phenyl)boronic acidHCID 584237682'-amino-6-bromo-1'-methyl-2-phenylspiro[chroman-4,4'-imidazol]-5'(1'H)-one

Product 1

HCID 673859695-(2'-amino-1'-methyl-5'-oxo-2-phenyl-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-2-fluoro-N-(2-hydroxyethyl)benzamide

Sources & evidence

ORD record
ord-175c593fc9bc46ed9ed3670dd2a1cb57
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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