Acetate → Ethyl 3-[4-(1-methylpiperidin-4-ylidene)-9,10-dihydro-4H-3-thiabenzo[f]azulen-2-yl]acrylate

HRID 103847Notes

Reaction equation

HRID 103847 reaction equation
[Br:44][c:45]1[cH:46][c:47]2[c:53]([s:54]1)[C:52](=[C:55]1[CH2:56][CH2:57][N:58]([CH3:61])[CH2:59][CH2:60]1)[c:51]1[c:50]([cH:65][cH:64][cH:63][cH:62]1)[CH2:49][CH2:48]2.[BrH:43].[C:68]([O-:69])(=[O:70])[CH3:71].[C:73]([O-:74])(=[O:75])[CH3:76].[C:8]([CH:9]=[CH2:10])(=[O:11])[O:12][CH2:13][CH3:14].[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH3:7].[Cl-:66].[NH4+:67].[O:77]=[CH:78][N:79]([CH3:80])[CH3:81].[Pd+2:72].[c:15]1([CH3:16])[c:17]([C:18]([P:19]([C:20]([c:21]2[c:22]([CH3:23])[cH:24][cH:25][cH:26][cH:27]2)=[O:28])[C:29]([c:30]2[c:31]([CH3:32])[cH:33][cH:34][cH:35][cH:36]2)=[O:37])=[O:38])[cH:39][cH:40][cH:41][cH:42]1>>[C:8]([CH:9]=[CH:10][c:45]1[cH:46][c:47]2[c:53]([s:54]1)[C:52](=[C:55]1[CH2:56][CH2:57][N:58]([CH3:61])[CH2:59][CH2:60]1)[c:51]1[c:50]([cH:65][cH:64][cH:63][cH:62]1)[CH2:49][CH2:48]2)(=[O:11])[O:12][CH2:13][CH3:14]

Participants

11

Reactant 10

HCID 175Acetate2×HCID 223AmmoniumHCID 260Hydrogen BromideHCID 312ChlorideHCID 6228DimethylformamideHCID 8471TriethylamineHCID 8821Ethyl AcrylateHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 19696886Tri(o-toluoyl)phosphineHCID 684884914-(5-Bromo-4-thiatricyclo[8.4.0.03,7]tetradeca-1(14),3(7),5,10,12-pentaen-2-ylidene)-1-methylpiperidine

Product 1

HCID 68489717Ethyl 3-[4-(1-methylpiperidin-4-ylidene)-9,10-dihydro-4H-3-thiabenzo[f]azulen-2-yl]acrylate

Sources & evidence

ORD record
ord-a07256a4f10646758519e8af09f16e3a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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