Acetone → 3-(4-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)propanal

HRID 1240450Notes

Reaction equation

HRID 1240450 reaction equation
[CH2:51]1[O:52][CH2:53][CH2:54][CH2:55]1.[CH3:56][C:57](=[O:58])[CH3:59].[CH3:60][CH2:61][O:62][C:63]([CH3:64])=[O:65].[ClH:28].[Na+:33].[O-:29][C:30]([OH:31])=[O:32].[O:1]1[CH:2]([CH2:6][CH2:7][c:8]2[c:9]([Cl:27])[c:10]3[c:11]([n:12][cH:13]2)[n:14]([S:17](=[O:18])(=[O:19])[c:20]2[cH:21][cH:22][c:23]([CH3:24])[cH:25][cH:26]2)[cH:15][cH:16]3)[O:5][CH2:4][CH2:3]1.[OH2:66].[c:34]1([CH3:35])[cH:36][cH:37][c:38]([S:39]([O-:40])(=[O:41])=[O:42])[cH:43][cH:44]1.[nH+:45]1[cH:46][cH:47][cH:48][cH:49][cH:50]1>>[O:1]=[CH:2][CH2:6][CH2:7][c:8]1[c:9]([Cl:27])[c:10]2[c:11]([n:12][cH:13]1)[n:14]([S:17](=[O:18])(=[O:19])[c:20]1[cH:21][cH:22][c:23]([CH3:24])[cH:25][cH:26]1)[cH:15][cH:16]2

Participants

11

Reactant 10

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 769Bicarbonate IonHCID 923Sodium ionHCID 962WaterHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 85570p-ToluenesulfonateHCID 4989215PyridiniumHCID 585572935-(2-(1,3-dioxolan-2-yl)ethyl)-4-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 585575753-(4-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)propanal

Sources & evidence

ORD record
ord-bd744a83b60846a2a78ab11d208b00a8
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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