Citric Acid → N-{2-[5-(2-hydroxyethyl)-4,5-dihydro-1,3-thiazol-2-yl]-1H-indol-7-yl}-N-methyl-2-(trifluoromethyl)benzenesulfonamide

HRID 2152236Notes

Reaction equation

HRID 2152236 reaction equation
[BH4-:36].[CH3:1][N:2]([c:3]1[cH:4][cH:5][cH:6][c:7]2[cH:8][c:9]([C:12]3=[N:16][CH2:15][CH:14]([CH2:17][C:18](=[O:19])[O:20][CH2:21][CH3:22])[S:13]3)[nH:10][c:11]12)[S:23](=[O:24])(=[O:25])[c:26]1[c:27]([C:32]([F:33])([F:34])[F:35])[cH:28][cH:29][cH:30][cH:31]1.[CH3:56][OH:57].[Li+:37].[O:38]1[CH2:39][CH2:40][CH2:41][CH2:42]1.[OH:43][C:44]([CH2:45][C:46]([C:47](=[O:48])[OH:49])([CH2:50][C:51](=[O:52])[OH:53])[OH:54])=[O:55]>>[CH3:1][N:2]([c:3]1[cH:4][cH:5][cH:6][c:7]2[cH:8][c:9]([C:12]3=[N:16][CH2:15][CH:14]([CH2:17][CH2:18][OH:19])[S:13]3)[nH:10][c:11]12)[S:23](=[O:24])(=[O:25])[c:26]1[c:27]([C:32]([F:33])([F:34])[F:35])[cH:28][cH:29][cH:30][cH:31]1

Participants

7

Reactant 6

HCID 311Citric AcidHCID 887MethanolHCID 8028TetrahydrofuranHCID 28123BorohydrideHCID 28486Lithium ionHCID 59135730Ethyl{2-[7-(methyl{[2-(trifluoromethyl)phenyl]sulfonyl}amino)-1H-indol-2-yl]-4,5-dihydro-1,3-thiazol-5-yl}acetate

Product 1

HCID 57503216N-{2-[5-(2-hydroxyethyl)-4,5-dihydro-1,3-thiazol-2-yl]-1H-indol-7-yl}-N-methyl-2-(trifluoromethyl)benzenesulfonamide

Sources & evidence

ORD record
ord-ed8018ab00cf463b9e62cb463fb9d6ed
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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