Acetate → N4-(2,2-dimethyl-3,4-dihydro-3-oxo-2H-pyrido[3,2-b][1,4]oxazin-6-yl)-5-fluoro-N2-(isoquinolin-7-yl)-2,4-pyrimidinediamine

HRID 178537Notes

Reaction equation

HRID 178537 reaction equation
[C:34](=[O:35])([O-:36])[O-:37].[C:64]([O-:65])(=[O:66])[CH3:67].[C:69]([O-:70])(=[O:71])[CH3:72].[CH2:40]1[O:41][CH2:42][CH2:43][O:44][CH2:45]1.[CH3:46][N:47]1[CH2:48][CH2:49][CH2:50][C:51]1=[O:52].[CH3:56][OH:57].[CH3:58][C:59](=[O:60])[CH3:61].[CH3:62][OH:63].[Cl:1][c:2]1[n:3][cH:4][c:5]([F:22])[c:6]([NH:8][c:9]2[cH:10][cH:11][c:12]3[c:17]([n:18]2)[NH:16][C:15](=[O:19])[C:14]([CH3:20])([CH3:21])[O:13]3)[n:7]1.[Cl:53][CH2:54][Cl:55].[Cs+:38].[Cs+:39].[NH2:23][c:24]1[cH:25][cH:26][c:27]2[cH:28][cH:29][n:30][cH:31][c:32]2[cH:33]1.[Pd+2:68]>>[c:2]1([NH:23][c:24]2[cH:25][cH:26][c:27]3[cH:28][cH:29][n:30][cH:31][c:32]3[cH:33]2)[n:3][cH:4][c:5]([F:22])[c:6]([NH:8][c:9]2[cH:10][cH:11][c:12]3[c:17]([n:18]2)[NH:16][C:15](=[O:19])[C:14]([CH3:20])([CH3:21])[O:13]3)[n:7]1

Participants

12

Reactant 11

HCID 175Acetate2×HCID 180AcetoneHCID 887Methanol2×HCID 6344DichloromethaneHCID 13387N-methyl-2-pyrrolidoneHCID 19660Carbonate IonHCID 312751,4-DioxaneHCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 14660277Isoquinolin-7-amineHCID 575629316-((2-Chloro-5-fluoro-4-pyrimidinyl)amino)-2,2-dimethyl-2H-pyrido(3,2-b)-1,4-oxazin-3(4H)-one

Product 1

HCID 53477410N4-(2,2-dimethyl-3,4-dihydro-3-oxo-2H-pyrido[3,2-b][1,4]oxazin-6-yl)-5-fluoro-N2-(isoquinolin-7-yl)-2,4-pyrimidinediamine

Sources & evidence

ORD record
ord-edbd3f24958f44608faab57262d28123
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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