Citric Acid → 2-amino-5-[3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-3-methyl-benzoic acid

HRID 1128325

Reaction equation

HRID 1128325 reaction equation
[C:47](=[O:48])([OH:49])[O-:50].[CH3:1][O:2][c:3]1[c:4](-[c:9]2[n:10][n:11]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:32])([CH3:33])[CH3:34])[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.[CH3:69][C:70]#[N:71].[Cl:66][CH2:67][Cl:68].[NH2:35][c:36]1[c:37]([C:38](=[O:39])[OH:40])[cH:41][c:42]([I:46])[cH:43][c:44]1[CH3:45].[Na+:51].[OH2:65].[OH:52][C:53]([CH2:54][C:55]([C:56](=[O:57])[OH:58])([CH2:59][C:60](=[O:61])[OH:62])[OH:63])=[O:64]>>[CH3:1][O:2][c:3]1[c:4](-[c:9]2[n:10][n:11]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:32])([CH3:33])[CH3:34])[c:12]3[n:13][cH:14][c:15](-[c:42]4[cH:41][c:37]([C:38](=[O:39])[OH:40])[c:36]([NH2:35])[c:44]([CH3:45])[cH:43]4)[cH:16][c:17]23)[cH:5][cH:6][cH:7][cH:8]1

Participants

9

Reactant 8

HCID 311Citric AcidHCID 769Bicarbonate IonHCID 923Sodium ionHCID 962WaterHCID 6342AcetonitrileHCID 6344DichloromethaneHCID 112312332-Amino-5-iodo-3-methylbenzoic AcidHCID 598360923-(2-methoxy-phenyl)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-(2-trimethylsilanyl-ethoxy-methyl)-1H-pyrazolo[3,4-b]pyridine

Product 1

HCID 579758022-amino-5-[3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-3-methyl-benzoic acid

Sources & evidence

ORD record
ord-160f508b64dd47e7826b6460ff60240f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Linked notes

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