Triphenylphosphine → 3-(2'-Amino-1'-methyl-5'-oxo-2-phenyl-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-4-chlorobenzonitrile

HRID 836711Notes

Reaction equation

HRID 836711 reaction equation
[C:43](=[O:44])([O-:45])[O-:46].[CH2:37]1[O:38][CH2:39][CH2:40][O:41][CH2:42]1.[Cl:25][c:26]1[c:27]([B:34]([OH:35])[OH:36])[cH:28][c:29]([C:32]#[N:33])[cH:30][cH:31]1.[Cs+:47].[Cs+:48].[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:49]([Cl:50])[Cl:51].[c:52]1([P:53]([c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[cH:66][cH:67][cH:68][cH:69][cH:70]1.[c:71]1([P:72]([c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[cH:85][cH:86][cH:87][cH:88][cH:89]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:27]3[c:26]([Cl:25])[cH:31][cH:30][c:29]([C:32]#[N:33])[cH:28]3)[cH:13][c:14]12

Participants

8

Reactant 7

HCID 11776Triphenylphosphine2×HCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 312751,4-DioxaneHCID 104967Cesium cation2×HCID 27632792-Chloro-5-cyanophenylboronic acidHCID 584237682'-amino-6-bromo-1'-methyl-2-phenylspiro[chroman-4,4'-imidazol]-5'(1'H)-one

Product 1

HCID 461786473-(2'-Amino-1'-methyl-5'-oxo-2-phenyl-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-4-chlorobenzonitrile

Sources & evidence

ORD record
ord-a09cb4a800bb4170919a448c9c6ecddf
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

Loading…