Ammonium Chloride → HCID 59852884, compound

HRID 1670333Notes

Reaction equation

HRID 1670333 reaction equation
[F:1][C:2]1[CH:23]=[C:22]([N+:24]([O-])=O)[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH2:11])[C:6]=1[C:12]#[C:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1.[NH4+].[Cl-]>[Zn]>[NH2:24][C:22]1[CH:21]=[CH:20][C:3]([O:4][C:5]2[CH:10]=[CH:9][N:8]=[C:7]([NH2:11])[C:6]=2[C:12]#[C:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)=[C:2]([F:1])[CH:23]=1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 59853062HCID 59853062, compound

Product 1

HCID 59852884HCID 59852884, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

The title compound was prepared from the reduction of 4-(2-fluoro-4-nitrophenoxy)-3-(2-(pyridin-2-yl)ethynyl)pyridin-2-amine (35 mg, 0.10 mmol) using zinc dust (65 mg, 1.0 mmol) and NH4Cl (53 mg, 1.0 mmol) in the same manner as Step C of Example 11. This gave the title compound (25 mg, 78%) as brown oil. MS (ESI+): m/z 321.25 (M+H)+.

Sources & evidence

ORD record
ord-4c479022015d41ebb7f2de024f618934
Source dataset
uspto-grants-2011_08
Patent number
US07989477B2

Reaction notes

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