Ammonium Chloride → HCID 59852847, compound

HRID 2374015Notes

Reaction equation

HRID 2374015 reaction equation
[F:1][C:2]1[CH:32]=[C:31]([N+:33]([O-])=O)[CH:30]=[CH:29][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1/[CH:11]=[CH:12]/[C:13]([N:15]1[CH2:20][CH2:19][CH:18]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH2:17][CH2:16]1)=[O:14].[NH4+].[Cl-]>[Fe]>[NH2:33][C:31]1[CH:30]=[CH:29][C:3]([O:4][C:5]2[CH:10]=[CH:9][N:8]=[CH:7][C:6]=2/[CH:11]=[CH:12]/[C:13]([N:15]2[CH2:16][CH2:17][CH:18]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:19][CH2:20]2)=[O:14])=[C:2]([F:1])[CH:32]=1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 59853086HCID 59853086, compound

Product 1

HCID 59852847HCID 59852847, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

The title compound was prepared by the reduction of (E)-tert-butyl 1-(3-(4-(2-fluoro-4-nitrophenoxy)pyridin-3-yl)acryloyl)piperidin-4-ylcarbamate (100 mg, 0.21 mmol) in a manner similar to that of Step E of Example 35 using Fe powder (55 mg, 2.7 mmol), NH4Cl (280 mg, 5.3 mmol). The product (90 mg, 95%) was obtained as a light brown solid which was used directly in the subsequent step. MS(ESI+): m/z 457.18 (M+H)+.

Sources & evidence

ORD record
ord-a72954910ac048fba0db96ab9be8a934
Source dataset
uspto-grants-2008_12
Patent number
US07459562B2

Reaction notes

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