1-(4,6-Dichloro-1,5-naphthyridin-3-yl)ethan-1-one → HCID 117773448, compound

HRID 526247Notes

Reaction equation

HRID 526247 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([Cl:12])[N:10]=2)[N:5]=[CH:4][C:3]=1[C:13](=[O:15])[CH3:14].[F:16][C@@H:17]1[CH2:21][CH2:20][N:19]([CH2:22][CH:23]2[CH2:28][CH2:27][CH:26]([NH2:29])[CH2:25][CH2:24]2)[CH2:18]1>>[Cl:12][C:9]1[N:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][C:3]([C:13](=[O:15])[CH3:14])=[C:2]2[NH:29][CH:26]1[CH2:25][CH2:24][CH:23]([CH2:22][N:19]2[CH2:20][CH2:21][C@@H:17]([F:16])[CH2:18]2)[CH2:28][CH2:27]1

Participants

3

Reactant 2

HCID 897049771-(4,6-Dichloro-1,5-naphthyridin-3-yl)ethan-1-oneHCID 117773949HCID 117773949, compound

Product 1

HCID 117773448HCID 117773448, compoundYield 30.1%

Procedure

Following general procedure I, 1-(4,6-dichloro-1,5-naphthyridin-3-yl)ethanone (240 mg, 1.0 mmol) was reacted with 4-(((R)-3-fluoropyrrolidin-1-yl)methyl)cyclohexanamine (100 mg, 0.5 mmol) to afford the product (61 mg, 15%) as a brown solid: ESI MS m/z 405 [M+H]+.

Sources & evidence

ORD record
ord-edb2ab68dabe4916a04a96c086b29851
Source dataset
uspto-grants-2016_05
Patent number
US09345709B2

Reaction notes

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