Methanol → N-[5-(6-chloro-3-cyano-1-methyl-1H-indol-2-yl)-pyridin-3-ylmethyl]-ethanesulfonamide

HRID 690445Notes

Reaction equation

HRID 690445 reaction equation
[BH4-:35].[CH2:22]([CH3:23])[S:24](=[O:25])(=[O:26])[NH2:27].[CH3:28][c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1.[CH3:37][OH:38].[CH3:39][CH:40]([CH3:41])[O-:42].[CH3:44][CH:45]([CH3:46])[O-:47].[CH3:48][CH:49]([CH3:50])[O-:51].[CH3:52][CH:53]([CH3:54])[O-:55].[Cl:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([C:20]#[N:21])[c:7](-[c:12]3[cH:13][n:14][cH:15][c:16]([CH:18]=[O:19])[cH:17]3)[n:8]([CH3:11])[c:9]2[cH:10]1.[Na+:36].[OH2:56].[Ti+4:43]>>[Cl:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([C:20]#[N:21])[c:7](-[c:12]3[cH:13][n:14][cH:15][c:16]([CH2:18][NH:27][S:24]([CH2:22][CH3:23])(=[O:25])=[O:26])[cH:17]3)[n:8]([CH3:11])[c:9]2[cH:10]1

Participants

10

Reactant 9

HCID 887MethanolHCID 923Sodium ionHCID 962WaterHCID 1140TolueneHCID 28123BorohydrideHCID 73702EthanesulfonamideHCID 114942Titanium cation (4+)HCID 3260420Isopropanolate4×HCID 582157716-chloro-2-(5-formyl-pyridin-3-yl)-1-methyl-1H-indole-3-carbonitrile

Product 1

HCID 58215635N-[5-(6-chloro-3-cyano-1-methyl-1H-indol-2-yl)-pyridin-3-ylmethyl]-ethanesulfonamide

Sources & evidence

ORD record
ord-9ed07eb5a2cf4ca59562c3549cfa54f2
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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