Dimethylformamide → N-(2-(3-hydroxyprop-1-ynyl)-4-methylphenyl)-6-(trifluoromethoxy)-3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide
Reaction equation
[Br:5][c:6]1[c:7]([NH:13][C:14](=[O:15])[CH:16]2[O:17][c:18]3[c:19]([cH:22][c:23]([O:26][C:27]([F:28])([F:29])[F:30])[cH:24][cH:25]3)[NH:20][CH2:21]2)[cH:8][cH:9][c:10]([CH3:12])[cH:11]1.[CH3:31][CH2:32][N:33]([CH2:34][CH3:35])[CH2:36][CH3:37].[Cu:84][I:85].[O:38]=[CH:39][N:40]([CH3:41])[CH3:42].[OH:1][CH2:2][C:3]#[CH:4].[Pd:43]([Cl:44])[Cl:45].[c:46]1([P:47]([c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[cH:60][cH:61][cH:62][cH:63][cH:64]1.[c:65]1([P:66]([c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[cH:79][cH:80][cH:81][cH:82][cH:83]1>>[OH:1][CH2:2][C:3]#[C:4][c:6]1[c:7]([NH:13][C:14](=[O:15])[CH:16]2[O:17][c:18]3[c:19]([cH:22][c:23]([O:26][C:27]([F:28])([F:29])[F:30])[cH:24][cH:25]3)[NH:20][CH2:21]2)[cH:8][cH:9][c:10]([CH3:12])[cH:11]1Participants
8
Reactant 7
HCID 6228Dimethylformamide
HCID 7859Propargyl alcohol
HCID 8471Triethylamine
HCID 11776Triphenylphosphine2×
HCID 24290Palladium Chloride
HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
HCID 59394939N-(2-bromo-4-methyl-phenyl)-6-(trifluoromethoxy)-3,4-dihydro-2H-1,4-benzoxazine-2-carboxamideProduct 1
Sources & evidence
- ORD record
- ord-393419b15ba64e139ee2f8704b222b4f
- Source dataset
- Test data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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