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

HRID 283024
Notes
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Reaction equation

HRID 283024 reaction equation
[BH4-:34].[CH3:1][O:2][c:3]1[c:4]([S:9](=[O:10])(=[O:11])[N:12]([c:13]2[cH:14][cH:15][cH:16][c:17]3[cH:18][c:19]([C:22]4=[N:26][CH2:25][CH:24]([CH2:27][C:28](=[O:29])[O:30][CH2:31][CH3:32])[S:23]4)[nH:20][c:21]23)[CH3:33])[cH:5][cH:6][cH:7][cH:8]1.[CH3:54][OH:55].[Li+:35].[O:36]1[CH2:37][CH2:38][CH2:39][CH2:40]1.[OH:41][C:42]([CH2:43][C:44]([C:45](=[O:46])[OH:47])([CH2:48][C:49](=[O:50])[OH:51])[OH:52])=[O:53]>>[CH3:1][O:2][c:3]1[c:4]([S:9](=[O:10])(=[O:11])[N:12]([c:13]2[cH:14][cH:15][cH:16][c:17]3[cH:18][c:19]([C:22]4=[N:26][CH2:25][CH:24]([CH2:27][CH2:28][OH:29])[S:23]4)[nH:20][c:21]23)[CH3:33])[cH:5][cH:6][cH:7][cH:8]1
ParticipantsSources & evidenceReaction notes

Participants

7

Reactant 6

HCID 311Citric AcidHCID 887MethanolHCID 8028TetrahydrofuranHCID 28123BorohydrideHCID 28486Lithium ionHCID 59135846Ethyl(2-{7-[[(2-methoxyphenyl)sulfonyl](methyl)amino]-1H-indol-2-yl}-4,5-dihydro-1,3-thiazol-5-yl)acetate

Product 1

HCID 59135716
N-{2-[5-(2-hydroxyethyl)-4,5-dihydro-1,3-thiazol-2-yl]-1H-indol-7-yl}-2-methoxy-N-methylbenzenesulfonamide

Sources & evidence

ORD record
ord-e5005501f9a54f2c8425d4b0c56ff5fe
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes