Butylamine → HCID 178448833, compound

HRID 2416633Notes

Reaction equation

HRID 2416633 reaction equation
[C:1]([O:4][C@@:5]1([CH2:39][CH3:40])[C:36]2[CH:35]=[C:34]3[N:11]([CH2:12][C:13]4[C:14]3=[N:15][C:16]3[C:17]5[C:18]=4[N:19]([CH2:29][CH2:30][CH:31]([CH3:33])[CH3:32])[C:20](S(C)=O)=[N:21][C:22]=5[CH:23]=[CH:24][CH:25]=3)[C:10](=[O:37])[C:9]=2[CH2:8][O:7][C:6]1=[O:38])(=[O:3])[CH3:2].[CH2:41]([NH2:45])[CH2:42][CH2:43][CH3:44]>O1CCOCC1>[C:1]([O:4][C@@:5]1([CH2:39][CH3:40])[C:36]2[CH:35]=[C:34]3[N:11]([CH2:12][C:13]4[C:14]3=[N:15][C:16]3[C:17]5[C:18]=4[N:19]([CH2:29][CH2:30][CH:31]([CH3:33])[CH3:32])[C:20]([NH:45][CH2:41][CH2:42][CH2:43][CH3:44])=[N:21][C:22]=5[CH:23]=[CH:24][CH:25]=3)[C:10](=[O:37])[C:9]=2[CH2:8][O:7][C:6]1=[O:38])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 8007ButylamineHCID 69034308HCID 69034308, compound

Product 1

HCID 178448833HCID 178448833, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of (9S)-9-acetoxy-9-ethyl-1-(3-methylbutyl)-2-methylsulfinyl-1H,12H-pyrano[3″,4″:6′,7′]indolizino[1′,2′:6,5]pyrido[4,3,2-de]quinazoline-10,13(9H,15H)-dione (6.4 mg, 0.01 mmol) in 1,4-dioxane (1.0 ml) was added n-butylamine (30 μl, 0.3 mmol). The mixture was stirred at 100° C. for 5 hr, and then stirred at room temperature for 2 days. After concentrated under reduced pressure, the obtaining residue was purified by column chromatography (dichloromethane/acetone=10/1) to give the product (5.4 mg, 83%) as a yellow powder.

Workup

  1. stirringstirred at room temperature for 2 days
  2. concentrationAfter concentrated under reduced pressure
  3. customthe obtaining residue was purified by column chromatography (dichloromethane/acetone=10/1)

Sources & evidence

ORD record
ord-eddaf04bce964b70b8cb3a7848b720cc
Source dataset
uspto-grants-2004_11
Patent number
US06825194B2

Reaction notes

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