Bicarbonate Ion → 4-[2-[3-hydroxy-4-[[(3-oxo-4H-pyrido[3,2-b][1,4]thiazin-6-yl)methylamino]methyl]pyrrolidin-1-yl]ethyl]-6-methoxy-1,5-naphthyridine-3-carbonitrile

HRID 822113Notes

Reaction equation

HRID 822113 reaction equation
[BH4-:43].[CH3:48][OH:49].[Cl:45][CH2:46][Cl:47].[NH2:1][CH2:2][CH:3]1[CH2:4][N:5]([CH2:9][CH2:10][c:11]2[c:12]([C:23]#[N:24])[cH:13][n:14][c:15]3[cH:16][cH:17][c:18]([O:21][CH3:22])[n:19][c:20]23)[CH2:6][CH:7]1[OH:8].[Na+:42].[Na+:44].[O-:38][C:39]([OH:40])=[O:41].[O:25]=[C:26]1[NH:27][c:28]2[c:29]([cH:32][cH:33][c:34]([CH:36]=[O:37])[n:35]2)[S:30][CH2:31]1>>[NH:1]([CH2:2][CH:3]1[CH2:4][N:5]([CH2:9][CH2:10][c:11]2[c:12]([C:23]#[N:24])[cH:13][n:14][c:15]3[cH:16][cH:17][c:18]([O:21][CH3:22])[n:19][c:20]23)[CH2:6][CH:7]1[OH:8])[CH2:36][c:34]1[cH:33][cH:32][c:29]2[c:28]([n:35]1)[NH:27][C:26](=[O:25])[CH2:31][S:30]2

Participants

8

Reactant 7

HCID 769Bicarbonate IonHCID 887MethanolHCID 923Sodium ion2×HCID 6344DichloromethaneHCID 28123BorohydrideHCID 115935913-Oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carbaldehydeHCID 72493267HCID 72493267, compound

Product 1

HCID 729843604-[2-[3-hydroxy-4-[[(3-oxo-4H-pyrido[3,2-b][1,4]thiazin-6-yl)methylamino]methyl]pyrrolidin-1-yl]ethyl]-6-methoxy-1,5-naphthyridine-3-carbonitrile

Sources & evidence

ORD record
ord-565e0f8a6733494188d832de323ee4a7
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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