Dibutylamine → HCID 11292982, compound

HRID 2103778Notes

Reaction equation

HRID 2103778 reaction equation
[C:1]([C:5]1[O:6][C:7](=[O:20])[CH:8]=[C:9]2[C:13]3[CH:14]=[C:15]([O:18][CH3:19])[CH:16]=[CH:17][C:12]=3[S:11][C:10]=12)([CH3:4])([CH3:3])[CH3:2].[CH2:21]([NH:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:22][CH2:23][CH3:24]>CN(C=O)C>[CH2:21]([N:25]([CH2:26][CH2:27][CH2:28][CH3:29])[C:7](=[O:20])[CH2:8][C:9]1[C:13]2[CH:14]=[C:15]([O:18][CH3:19])[CH:16]=[CH:17][C:12]=2[S:11][C:10]=1[C:5](=[O:6])[C:1]([CH3:4])([CH3:2])[CH3:3])[CH2:22][CH2:23][CH3:24]

Participants

4

Reactant 2

HCID 8148DibutylamineHCID 68946114HCID 68946114, compound

Product 1

HCID 11292982HCID 11292982, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 21.6 mg of 1-tert-butyl-6-methoxy-3H-[1]benzothieno[2,3-c]pyran-3-one from the Step D above and 29.1 mg di-n-butyl amine in 0.75 mL anhydrous DMF was heated at 70° C. for six hours. The reaction mixture was purified on RP-HPLC using 70˜100% MeCN gradient with 0.1% TFA. The product fractions were pooled and lyophilized to give the title compound as a white solid. LC-MS: 4.53 min. (m/Z=418.3, 440.2).

Workup

  1. customThe reaction mixture was purified on RP-HPLC using 70˜100% MeCN gradient with 0.1% TFA

Sources & evidence

ORD record
ord-b06901f14b1046d893f2fe1244294a3e
Source dataset
uspto-grants-2009_08
Patent number
US07576122B2

Reaction notes

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