Bicarbonate Ion → Boronic Acid

HRID 1555056Notes

Reaction equation

HRID 1555056 reaction equation
[BH:1]([OH:2])[OH:3].[C:4](=[O:5])([O:6][C:7]([CH3:8])([CH3:9])[CH3:10])[N:11]([CH:12]1[CH2:13][CH2:14][CH:15]([NH:18][CH2:19][c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]2[O:26][CH2:27][CH3:28])[CH2:16][CH2:17]1)[CH3:29].[CH3:30][CH2:31][N:32]([CH2:33][CH3:34])[CH2:35][CH3:36].[Cl:37][c:38]1[c:39]2[c:40]([s:41][c:42]1[C:43](=[O:44])[Cl:45])[cH:46][cH:47][cH:48][cH:49]2.[Cl:50][CH2:51][Cl:52].[Na+:57].[O-:53][C:54]([OH:55])=[O:56]>>[BH:1]([OH:2])[OH:3].[C:4](=[O:5])([O:6][C:7]([CH3:8])([CH3:9])[CH3:10])[N:11]([CH:12]1[CH2:13][CH2:14][CH:15]([N:18]([CH2:19][c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]2[O:26][CH2:27][CH3:28])[C:43]([c:42]2[c:38]([Cl:37])[c:39]3[c:40]([s:41]2)[cH:46][cH:47][cH:48][cH:49]3)=[O:44])[CH2:16][CH2:17]1)[CH3:29]

Participants

9

Reactant 7

HCID 769Bicarbonate IonHCID 923Sodium ionHCID 6344DichloromethaneHCID 8471TriethylamineHCID 61668Boronic AcidHCID 5198983-Chlorobenzo(b)thiophene-2-carbonyl chlorideHCID 69165336tert-butyl N-[4-[(2-ethoxyphenyl)methylamino]cyclohexyl]-N-methylcarbamate

Product 2

HCID 61668Boronic AcidHCID 69165406tert-butyl N-[4-[(3-chloro-1-benzothiophene-2-carbonyl)-[(2-ethoxyphenyl)methyl]amino]cyclohexyl]-N-methylcarbamate

Sources & evidence

ORD record
ord-643caa313e724dfcb80d4efd388987b4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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