Ammonium Chloride → HCID 59853022, compound

HRID 1670258Notes

Reaction equation

HRID 1670258 reaction equation
[F:1][C:2]1[CH:30]=[C:29]([N+:31]([O-])=O)[CH:28]=[CH:27][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][N:14]1[CH2:17][CH:16]([CH2:18][NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH2:15]1.[NH4+].[Cl-]>[Fe]>[NH2:31][C:29]1[CH:28]=[CH:27][C:3]([O:4][C:5]2[CH:10]=[CH:9][N:8]=[CH:7][C:6]=2[C:11]#[C:12][CH2:13][N:14]2[CH2:15][CH:16]([CH2:18][NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH2:17]2)=[C:2]([F:1])[CH:30]=1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 59853059HCID 59853059, compound

Product 1

HCID 59853022HCID 59853022, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

The title compound was prepared by the reduction of tert-butyl (1-(3-(4-(2-fluoro-4-nitrophenoxy)pyridin-3-yl)prop-2-ynyl)azetidin-3-yl)methylcarbamate (30 mg, 0.66 mmol) in the same manner as in Step E of Example 35 using Fe powder (50 mg, 0.091 mmol) and NH4Cl (96 mg, 1.82 mmol). The product was used in subsequent reactions without any purification. MS (ESI+): m/z 371.24 (100), [(M-C4H9)]+; m/z 427.27 (25), (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-11be552f4fca49c596845fa7d51428ec
Source dataset
uspto-grants-2011_08
Patent number
US07989477B2

Reaction notes

Loading…