Amrinone → HCID 11581044, compound

HRID 2197421Notes

Reaction equation

HRID 2197421 reaction equation
[CH:1]1[C:6]([C:7]2[CH:13]=[C:12]([NH2:14])[C:10](=[O:11])[NH:9][CH:8]=2)=[CH:5][CH:4]=[N:3][CH:2]=1.[C:15]([C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1)([CH3:18])([CH3:17])[CH3:16]>N1C=CC=CC=1>[C:15]([C:19]1[CH:20]=[CH:21][C:22]([C:23]([NH:14][C:12]2[C:10](=[O:11])[NH:9][CH:8]=[C:7]([C:6]3[CH:1]=[CH:2][N:3]=[CH:4][CH:5]=3)[CH:13]=2)=[O:24])=[CH:26][CH:27]=1)([CH3:18])([CH3:16])[CH3:17]

Participants

4

Reactant 2

HCID 3698AmrinoneHCID 743724-tert-Butylbenzoyl chloride

Product 1

HCID 11581044HCID 11581044, compoundYield 9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Amrinone (200 mg, 1.07 mmol) was suspended in pyridine (5 mL) and 4-tert-butylbenzoyl chloride (209 μL, 1.07 mmol) was added. The reaction mixture was stirred overnight at room temperature. The solid was filtered and rinsed with MeOH to give the title compound as a pink solid (33 mg, 9% yield). MS (ES+) m/e=348. 1H NMR (DMSO-d6) δH 1.43 (9H, s), 7.57-7.62 (4H, m), 7.81 (1H, s), 7.88 (2H, d), 8.59 (2H, d), 8.78 (1H, d), 9.32 (1H, s), 12.61 (1H, s).

Workup

  1. filtrationThe solid was filtered
  2. washrinsed with MeOH

Sources & evidence

ORD record
ord-283b9e1479d94fb3840bd103b6e684cc
Source dataset
uspto-grants-2012_12
Patent number
US08338597B2

Reaction notes

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