Methyl Isocyanate → HCID 58168115, compound

HRID 1029254Notes

Reaction equation

HRID 1029254 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]2[CH:17]=[CH:16][N:15]=[C:14]3[C:9]=2[C:10]2[CH:22]=[CH:21][CH:20]=[CH:19][C:11]=2[C:12](=[O:18])[NH:13]3)[CH2:3][CH2:2]1.[N:23]([CH3:26])=[C:24]=[O:25]>ClCCCl>[CH3:26][NH:23][C:24]([N:1]1[CH2:2][CH2:3][CH:4]([NH:7][C:8]2[CH:17]=[CH:16][N:15]=[C:14]3[C:9]=2[C:10]2[CH:22]=[CH:21][CH:20]=[CH:19][C:11]=2[C:12](=[O:18])[NH:13]3)[CH2:5][CH2:6]1)=[O:25]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 581681941-(4-Piperidinylamino)benzo[c][1,8]naphthyridin-6(5H)-one

Product 1

HCID 58168115HCID 58168115, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

358 (50 mg, 0.17 mmol) and isocyanatomethane (15 mg, 0.25 mmol) were suspended in DCE (2 mL), and stirred overnight at room temperature. The crude material was purified directly via HPLC to provide 359 (26 mg, 44% yield) as a solid. LC-MS (M+H=351, obsd.=351).

Workup

  1. customThe crude material was purified directly via HPLC

Sources & evidence

ORD record
ord-65b9381faaea4d27a822f904160047d8
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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