Ammonium Chloride → HCID 59852958, compound

HRID 2374012Notes

Reaction equation

HRID 2374012 reaction equation
[F:1][C:2]1[CH:31]=[C:30]([N+:32]([O-])=O)[CH:29]=[CH:28][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]([N:17]1[CH2:21][CH2:20][CH2:19][C@H:18]1[CH2:22][N:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1)=[O:16].[NH4+].[Cl-]>[Fe]>[NH2:32][C:30]1[CH:29]=[CH:28][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]([N:17]2[CH2:21][CH2:20][CH2:19][C@H:18]2[CH2:22][N:23]2[CH2:24][CH2:25][CH2:26][CH2:27]2)=[O:16])=[C:2]([F:1])[CH:31]=1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 59853050HCID 59853050, compound

Product 1

HCID 59852958HCID 59852958, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

The title compound was prepared by the reduction of (S)-N-(3-(4-(2-fluoro-4-nitrophenoxy)pyridin-3-yl)prop-2-ynyl)-2-(pyrrolidin-1-ylmethyl)pyrrolidine-1-carboxamide (50 mg, 0.11 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 (36 mg, 75%) was obtained as a yellow oil which was used directly in the subsequent step. MS(ESI+): m/z 438.30 (M+H)+.

Sources & evidence

ORD record
ord-569e5446a3b24178b8d36dda538bc7b8
Source dataset
uspto-grants-2008_12
Patent number
US07459562B2

Reaction notes

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