Dimethylformamide → 4-(5-Bromo-2-chloropyrimidin-4-yl)-3,5-dimethylisoxazole

HRID 1571146Notes

Reaction equation

HRID 1571146 reaction equation
[Br:1][c:2]1[c:3]([Cl:9])[n:4][c:5]([Cl:8])[n:6][cH:7]1.[CH3:10][c:11]1[n:12][o:13][c:14]([CH3:29])[c:15]1[Sn:16]([CH2:17][CH2:18][CH2:19][CH3:20])([CH2:21][CH2:22][CH2:23][CH3:24])[CH2:25][CH2:26][CH2:27][CH3:28].[O:30]=[CH:31][N:32]([CH3:33])[CH3:34].[Pd:35]([Cl:36])[Cl:37].[c:38]1([P:39]([c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)[c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)[cH:52][cH:53][cH:54][cH:55][cH:56]1.[c:57]1([P:58]([c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[c:65]2[cH:66][cH:67][cH:68][cH:69][cH:70]2)[cH:71][cH:72][cH:73][cH:74][cH:75]1>>[Br:1][c:2]1[c:3](-[c:15]2[c:11]([CH3:10])[n:12][o:13][c:14]2[CH3:29])[n:4][c:5]([Cl:8])[n:6][cH:7]1

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 2899735-Bromo-2,4-dichloropyrimidineHCID 150622153,5-Dimethyl-4-(tributylstannyl)isoxazole

Product 1

HCID 585152784-(5-Bromo-2-chloropyrimidin-4-yl)-3,5-dimethylisoxazole

Sources & evidence

ORD record
ord-8ed8d024502647409f1f629c9f2ce222
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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