Bicarbonate Ion → 2-Hydroxy-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid methyl ester

HRID 301760Notes

Reaction equation

HRID 301760 reaction equation
[Br:37][c:38]1[cH:39][cH:40][c:41]([OH:48])[c:42]([C:43](=[O:44])[O:45][CH3:46])[cH:47]1.[CH3:1][O:2][c:3]1[c:4](-[c:9]2[cH:10][n:11]([S:27](=[O:28])(=[O:29])[c:30]3[cH:31][cH:32][c:33]([CH3:36])[cH:34][cH:35]3)[c:12]3[n:13][cH:14][c:15]([B:18]4[O:19][C:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[O:26]4)[cH:16][c:17]23)[cH:5][cH:6][cH:7][cH:8]1.[CH3:57][C:58]#[N:59].[Cl:49][CH2:50][Cl:51].[Na+:56].[O-:52][C:53]([OH:54])=[O:55]>>[CH3:1][O:2][c:3]1[c:4](-[c:9]2[cH:10][n:11]([S:27](=[O:28])(=[O:29])[c:30]3[cH:31][cH:32][c:33]([CH3:36])[cH:34][cH:35]3)[c:12]3[n:13][cH:14][c:15](-[c:38]4[cH:39][cH:40][c:41]([OH:48])[c:42]([C:43](=[O:44])[O:45][CH3:46])[cH:47]4)[cH:16][c:17]23)[cH:5][cH:6][cH:7][cH:8]1

Participants

7

Reactant 6

HCID 769Bicarbonate IonHCID 923Sodium ionHCID 6342AcetonitrileHCID 6344DichloromethaneHCID 77683Methyl 5-bromosalicylateHCID 160390673-(2-Methoxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 596997122-Hydroxy-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid methyl ester

Sources & evidence

ORD record
ord-c57fdc3a4e9640c085a084b91552cb56
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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