Ethanol → methyl 4-(4-(5-(6-cyclopropylpyridin-3-yl)thiazol-2-yl)-tetrahydro-2H-pyran-4-yl)benzoate

HRID 672476Notes

Reaction equation

HRID 672476 reaction equation
[Br:19][c:20]1[cH:21][n:22][c:23]([C:25]2([c:31]3[cH:32][cH:33][c:34]([C:35](=[O:36])[O:37][CH3:38])[cH:39][cH:40]3)[CH2:26][CH2:27][O:28][CH2:29][CH2:30]2)[s:24]1.[C:41](=[O:42])([O-:43])[O-:44].[CH2:48]([OH:49])[CH3:50].[CH3:58][CH2:59][O:60][C:61]([CH3:62])=[O:63].[CH:1]1([c:4]2[n:5][cH:6][c:7]([B:10]3[O:11][C:12]([CH3:13])([CH3:14])[C:15]([CH3:16])([CH3:17])[O:18]3)[cH:8][cH:9]2)[CH2:2][CH2:3]1.[K+:45].[K+:46].[OH2:47].[c:51]1([CH3:52])[cH:53][cH:54][cH:55][cH:56][cH:57]1>>[CH:1]1([c:4]2[n:5][cH:6][c:7](-[c:20]3[cH:21][n:22][c:23]([C:25]4([c:31]5[cH:32][cH:33][c:34]([C:35](=[O:36])[O:37][CH3:38])[cH:39][cH:40]5)[CH2:26][CH2:27][O:28][CH2:29][CH2:30]4)[s:24]3)[cH:8][cH:9]2)[CH2:2][CH2:3]1

Participants

9

Reactant 8

HCID 702EthanolHCID 813Potassium Cation2×HCID 962WaterHCID 1140TolueneHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 457864292-Cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 66619354methyl 4-(4-(5-bromothiazol-2-yl)-tetrahydro-2H-pyran-4-yl)benzoate

Product 1

HCID 66619234methyl 4-(4-(5-(6-cyclopropylpyridin-3-yl)thiazol-2-yl)-tetrahydro-2H-pyran-4-yl)benzoate

Sources & evidence

ORD record
ord-625ac40a87374a469fd74ad689a78c8d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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