Acetate → 5-chloro-4-formyl-1-tosyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

HRID 96320Notes

Reaction equation

HRID 96320 reaction equation
[C:52]([O-:53])(=[O:54])[CH3:55].[C:57]([O-:58])(=[O:59])[CH3:60].[CH3:31][C:32]([O:33][C:34](=[O:35])[CH3:36])=[O:37].[CH3:47][OH:48].[CH:38]([N:39]([CH2:40][CH3:41])[CH:42]([CH3:43])[CH3:44])([CH3:45])[CH3:46].[CH:4](=[O:5])[O-:6].[Cl-:2].[Cl:49][CH2:50][Cl:51].[Cl:8][c:9]1[c:10]([CH:29]=[O:30])[c:11]2[c:12]([n:13][cH:14]1)[n:15]([S:19](=[O:20])(=[O:21])[c:22]1[cH:23][cH:24][c:25]([CH3:26])[cH:27][cH:28]1)[cH:16][c:17]2[I:18].[Li+:1].[Li+:7].[O:61]=[CH:62][N:63]([CH3:64])[CH3:65].[OH2:3].[Pd+2:56]>>[C:4](=[O:5])([OH:6])[c:17]1[c:11]2[c:10]([CH:29]=[O:30])[c:9]([Cl:8])[cH:14][n:13][c:12]2[n:15]([S:19](=[O:20])(=[O:21])[c:22]2[cH:23][cH:24][c:25]([CH3:26])[cH:27][cH:28]2)[cH:16]1

Participants

13

Reactant 12

HCID 175Acetate2×HCID 283FormateHCID 312ChlorideHCID 887MethanolHCID 962WaterHCID 6228DimethylformamideHCID 6344DichloromethaneHCID 7918Acetic AnhydrideHCID 28486Lithium ion2×HCID 81531DiisopropylethylamineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 582934415-chloro-3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine-4-carbaldehyde

Product 1

HCID 582934935-chloro-4-formyl-1-tosyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

Sources & evidence

ORD record
ord-0fa0b7f7e2f94c82b318a1040f2ca659
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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