Dimethylformamide → Methyl 8-(benzyloxy)-5-(5-(tert-butoxycarbonylamino)-N-methylpentyl-sulfonamido)-1,6-naphthyridine-7-carboxylate

HRID 1128477Notes

Reaction equation

HRID 1128477 reaction equation
[Br:40][CH2:41][c:42]1[cH:43][cH:44][cH:45][cH:46][cH:47]1.[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][S:14](=[O:15])(=[O:16])[N:17]([CH3:18])[c:19]1[c:20]2[cH:21][cH:22][cH:23][n:24][c:25]2[c:26]([OH:33])[c:27]([C:29](=[O:30])[O:31][CH3:32])[n:28]1.[C:34](=[O:35])([O-:36])[O-:37].[Cs+:38].[Cs+:39].[O:48]=[CH:49][N:50]([CH3:51])[CH3:52]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][S:14](=[O:15])(=[O:16])[N:17]([CH3:18])[c:19]1[c:20]2[cH:21][cH:22][cH:23][n:24][c:25]2[c:26]([O:33][CH2:41][c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[c:27]([C:29](=[O:30])[O:31][CH3:32])[n:28]1

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 67109690Methyl 5-(5-(tert-butoxycarbonylamino)-N-methylpentylsulfonamido)-8-hydroxy-1,6-naphthyridine-7-carboxylate

Product 1

HCID 67109489Methyl 8-(benzyloxy)-5-(5-(tert-butoxycarbonylamino)-N-methylpentyl-sulfonamido)-1,6-naphthyridine-7-carboxylate

Sources & evidence

ORD record
ord-49bc61d8ea0249a7a446d2d2125ca162
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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