Ammonium Chloride → HCID 59852991, compound

HRID 1670263Notes

Reaction equation

HRID 1670263 reaction equation
[F:1][C:2]1[CH:26]=[C:25]([N+:27]([O-])=O)[CH:24]=[CH:23][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[C:11]#[C:12][CH2:13][NH:14][C:15](=[O:22])[CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1.[NH4+].[Cl-]>[Fe]>[NH2:27][C:25]1[CH:24]=[CH:23][C:3]([O:4][C:5]2[CH:10]=[CH:9][N:8]=[CH:7][C:6]=2[C:11]#[C:12][CH2:13][NH:14][C:15](=[O:22])[CH2:16][N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[C:2]([F:1])[CH:26]=1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 59853068HCID 59853068, compound

Product 1

HCID 59852991HCID 59852991, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

The title compound was prepared by the reduction of N-(3-(4-(2-fluoro-4-nitrophenoxy)pyridin-3-yl)prop-2-ynyl)-2-(pyrrolidin-1-yl)acetamide (35 mg, 0.088 mmol) in the manner similar to that of Step E of Example 35 using Fe powder (67 mg, 1.21 mmol) and NH4Cl (128 mg, 2.42 mmol). The product was used in subsequent reactions without any purification. Yellow oil (30 mg, 93%). MS (ESI+): m/z 319.24 (M+H)+.

Workup

  1. customThe product was used in subsequent reactions without any purification

Sources & evidence

ORD record
ord-c1ee7086cca34217a4b6e590b7d3afcf
Source dataset
uspto-grants-2011_08
Patent number
US07989477B2

Reaction notes

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