Water → HCID 68707613, compound

HRID 2117389Notes

Reaction equation

HRID 2117389 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([N:11]([CH2:40][CH2:41][CH2:42][CH3:43])[CH2:12][CH2:13][S:14]([NH:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]([C:26]2[N:34]3[C:29]([CH:30]=[CH:31][CH:32]=[CH:33]3)=[C:28]([O:35][CH3:36])[C:27]=2[CH3:37])=[O:25])=[CH:20][C:19]=1[O:38][CH3:39])(=[O:16])=[O:15])[CH2:8][CH2:9][CH3:10].Br[CH2:45][C:46]([O:48][CH2:49][C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)=[O:47].O>CN(C)C=O.C(OCC)(=O)C>[CH2:7]([N:11]([CH2:40][CH2:41][CH2:42][CH3:43])[CH2:12][CH2:13][S:14]([N:17]([CH2:45][C:46]([O:48][CH2:49][C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)=[O:47])[C:18]1[CH:23]=[CH:22][C:21]([C:24]([C:26]2[N:34]3[C:29]([CH:30]=[CH:31][CH:32]=[CH:33]3)=[C:28]([O:35][CH3:36])[C:27]=2[CH3:37])=[O:25])=[CH:20][C:19]=1[O:38][CH3:39])(=[O:16])=[O:15])[CH2:8][CH2:9][CH3:10]

Participants

7

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 62576Benzyl bromoacetateHCID 68706661HCID 68706661, compound

Product 1

HCID 68707613HCID 68707613, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
60 °C

Procedure

125 mg (0.906 mmol) of potassium carbonate are added to 400 mg (0.755 mmol) of 2-(dibutylamino)-N-{2-methoxy-4-[(1-methoxy-2-methylindolizin-3-yl)carbonyl]phenyl}-1-ethanesulphonamide, a compound of Example 207, in solution in 10 ml of dimethylformamide, followed by 142 μl (0.906 mmol) of benzyl bromoacetate, and the medium is heated at 60° C. for 1 hour. The reaction medium is poured over water and ethyl acetate.

Sources & evidence

ORD record
ord-54e059864fc1405aaba339bb8d502511
Source dataset
uspto-grants-2008_10
Patent number
US07442708B2

Reaction notes

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