Amrinone → HCID 11581044, compound

HRID 423226Notes

Reaction equation

HRID 423226 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-74b700be196f418d8a26d08b40c88e63
Source dataset
uspto-grants-2012_01
Patent number
US08101770B2

Reaction notes

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