Pyridine → HCID 57971000, compound

HRID 1044357Notes

Reaction equation

HRID 1044357 reaction equation
Cl[C:2]([O:4][CH3:5])=[O:3].[NH2:6][C:7]1[CH:8]=[CH:9][C:10]([N:13]2[CH2:30][CH2:29][CH2:28][C@@:15]3([C:19](=[O:20])[N:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[Cl:27])[CH2:17][CH2:16]3)[CH2:14]2)=[N:11][CH:12]=1.N1C=CC=CC=1.C(Cl)Cl>>[Cl:27][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[N:18]1[CH2:17][CH2:16][C@:15]2([CH2:28][CH2:29][CH2:30][N:13]([C:10]3[N:11]=[CH:12][C:7]([NH:6][C:2](=[O:3])[O:4][CH3:5])=[CH:8][CH:9]=3)[CH2:14]2)[C:19]1=[O:20]

Participants

5

Reactant 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 6586Methyl chloroformateHCID 66722265HCID 66722265, compound

Product 1

HCID 57971000HCID 57971000, compound

Procedure

Methyl chloroformate (4.4 μL, 0.000057 mol) was added to a solution of (5S)-7-(5-aminopyridin-2-yl)-2-(2-chlorophenyl)-2,7-diazaspiro[4.5]decan-1-one (18.5 mg, 0.0000478 mol) and pyridine (13 μL, 0.00016 mol) in methylene chloride (1.0 mL, 0.016 mol) and the mixture was stirred for 0.5 h at rt. The volatiles were removed in-vacuo and the crude product was purified by prep-HPLC. LC-MS: 415.1/417.1 (M+H)+.

Workup

  1. customThe volatiles were removed in-vacuo
  2. customthe crude product was purified by prep-HPLC

Sources & evidence

ORD record
ord-1d781aa0ccc04f1a9f94c187240a1b13
Source dataset
uspto-grants-2013_10
Patent number
US08563570B2

Reaction notes

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