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

HRID 105943Notes

Reaction equation

HRID 105943 reaction equation
[BH4-:32].[CH3:1][c:2]1[c:3]2[cH:4][c:5]([C:21]3=[N:25][CH2:24][CH:23]([CH2:26][C:27](=[O:28])[O:29][CH2:30][CH3:31])[S:22]3)[nH:6][c:7]2[c:8]([N:11]([S:12](=[O:13])(=[O:14])[c:15]2[s:16][cH:17][cH:18][cH:19]2)[CH3:20])[cH:9][cH:10]1.[CH3:52][OH:53].[Li+:33].[O:34]1[CH2:35][CH2:36][CH2:37][CH2:38]1.[OH:39][C:40]([CH2:41][C:42]([C:43](=[O:44])[OH:45])([CH2:46][C:47](=[O:48])[OH:49])[OH:50])=[O:51]>>[CH3:1][c:2]1[c:3]2[cH:4][c:5]([C:21]3=[N:25][CH2:24][CH:23]([CH2:26][CH2:27][OH:28])[S:22]3)[nH:6][c:7]2[c:8]([N:11]([S:12](=[O:13])(=[O:14])[c:15]2[s:16][cH:17][cH:18][cH:19]2)[CH3:20])[cH:9][cH:10]1

Participants

7

Reactant 6

HCID 311Citric AcidHCID 887MethanolHCID 8028TetrahydrofuranHCID 28123BorohydrideHCID 28486Lithium ionHCID 59136158ethyl(2-{4-methyl-7-[methyl(2-thienylsulfonyl)amino]-1H-indol-2-yl}-4,5-dihydro-1,3-thiazol-5-yl)acetate

Product 1

HCID 59136065N-{2-[5-(2-hydroxyethyl)-4,5-dihydro-1,3-thiazol-2-yl]-4-methyl-1H-indol-7-yl}-N-methylthiophene-2-sulfonamide

Sources & evidence

ORD record
ord-1358eccf824940fc8427bb1922392b23
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

Loading…