Ammonium Chloride → HCID 59852953, compound

HRID 1670264Notes

Reaction equation

HRID 1670264 reaction equation
[F:1][C:2]1[CH:28]=[C:27]([N+:29]([O-])=O)[CH:26]=[CH:25][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:24])[CH2:16][N:17]1[CH2:22][CH2:21][CH:20]([OH:23])[CH2:19][CH2:18]1.[NH4+].[Cl-]>[Fe]>[NH2:29][C:27]1[CH:26]=[CH:25][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:24])[CH2:16][N:17]2[CH2:22][CH2:21][CH:20]([OH:23])[CH2:19][CH2:18]2)=[C:2]([F:1])[CH:28]=1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 59853088HCID 59853088, compound

Product 1

HCID 59852953HCID 59852953, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

The title compound was prepared by the reduction N-(3-(4-(2-fluoro-4-nitrophenoxy)pyridin-3-yl)prop-2-ynyl)-2-(4-hydroxypiperidin-1-yl)acetamide (33 mg, 0.077 mmol) in a manner similar to that of Step E of Example 35 using Fe (powder, 67 mg, 1.21 mmol), NH4Cl (128 mg, 2.42 mmol). The product (30 mg, 100%) was obtained as a yellow oil which was used directly in the subsequent step. MS (ESI+): m/z 399.27 (M+H)+.

Sources & evidence

ORD record
ord-6de4c7e051c0498d92c4e0b69f774f80
Source dataset
uspto-grants-2011_08
Patent number
US07989477B2

Reaction notes

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