Ethanol → N-[5-(4-hydroxyphenyl)-3-(2-methoxyethyl)-1,3-thiazol-2-ylidene]adamantane-1-carboxamide

HRID 123456Notes

Reaction equation

HRID 123456 reaction equation
[Br:1][c:2]1[cH:3][n:4]([CH2:20][CH2:21][O:22][CH3:23])[c:5](=[N:7][C:8](=[O:9])[C:10]23[CH2:11][CH:12]4[CH2:13][CH:14]([CH2:15][CH:16]([CH2:17]2)[CH2:18]4)[CH2:19]3)[s:6]1.[C:40](=[O:41])([O-:42])[O-:43].[CH3:24][C:25]1([CH3:26])[C:27]([CH3:28])([CH3:29])[O:30][B:31]([c:32]2[cH:33][cH:34][c:35]([OH:38])[cH:36][cH:37]2)[O:39]1.[CH3:46][O:47][CH2:48][CH2:49][O:50][CH3:51].[CH3:53][CH2:54][OH:55].[Na+:44].[Na+:45].[OH2:52].[Pd:56]([Cl:57])[Cl:58].[c:59]1([P:60]([c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[cH:73][cH:74][cH:75][cH:76][cH:77]1.[c:78]1([P:79]([c:80]2[cH:81][cH:82][cH:83][cH:84][cH:85]2)[c:86]2[cH:87][cH:88][cH:89][cH:90][cH:91]2)[cH:92][cH:93][cH:94][cH:95][cH:96]1>>[c:2]1(-[c:32]2[cH:33][cH:34][c:35]([OH:38])[cH:36][cH:37]2)[cH:3][n:4]([CH2:20][CH2:21][O:22][CH3:23])[c:5](=[N:7][C:8](=[O:9])[C:10]23[CH2:11][CH:12]4[CH2:13][CH:14]([CH2:15][CH:16]([CH2:17]2)[CH2:18]4)[CH2:19]3)[s:6]1

Participants

10

Reactant 9

HCID 702EthanolHCID 923Sodium ion2×HCID 962WaterHCID 80711,2-DimethoxyethaneHCID 11776Triphenylphosphine2×HCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 27346244-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 24890600n-[(2z)-5-Bromo-3-(2-methoxyethyl)-1,3-thiazol-2(3h)-ylidene]adamantane-1-carboxamide

Product 1

HCID 24889583N-[5-(4-hydroxyphenyl)-3-(2-methoxyethyl)-1,3-thiazol-2-ylidene]adamantane-1-carboxamide

Sources & evidence

ORD record
ord-922188b0b2e547c4821e0fe5de7766d9
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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