2-Amino-5-fluoropyridine → 6-(((tert-butyldimethylsilyl)oxy)methyl)-7-(dimethoxymethyl)-N-(5-fluoropyridin-2-yl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide

HRID 1777884Notes

Reaction equation

HRID 1777884 reaction equation
[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[C:12]2[C:17](=[N:18][C:19]=1[CH:20]([O:23][CH3:24])[O:21][CH3:22])[N:16]([C:25]([O:27]C1C=CC=CC=1)=O)[CH2:15][CH2:14][CH2:13]2)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[F:34][C:35]1[CH:36]=[CH:37][C:38]([NH2:41])=[N:39][CH:40]=1>>[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[C:12]2[C:17](=[N:18][C:19]=1[CH:20]([O:23][CH3:24])[O:21][CH3:22])[N:16]([C:25]([NH:41][C:38]1[CH:37]=[CH:36][C:35]([F:34])=[CH:40][N:39]=1)=[O:27])[CH2:15][CH2:14][CH2:13]2)([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 27377012-Amino-5-fluoropyridineHCID 131734775phenyl 6-(((tert-butyldimethylsilyl)oxy)methyl)-7-(dimethoxymethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate

Product 1

HCID 1317347766-(((tert-butyldimethylsilyl)oxy)methyl)-7-(dimethoxymethyl)-N-(5-fluoropyridin-2-yl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide

Procedure

From intermediate 38 and 5-fluoropyridin-2-amine, reacted in an analogous manner to the preparation of intermediate 37. (UPLC-MS 3) tR 1.64 min; ESI-MS 491.3 [M+H]+.

Sources & evidence

ORD record
ord-3a979f12099d4224bd2a4a08b7aa43f1
Source dataset
uspto-grants-2016_02
Patent number
US09266883B2

Reaction notes

Loading…