Water → HCID 10460715, compound

HRID 982715Notes

Reaction equation

C(N(C(C)C)CC)(C)C.[Cl:10][C:11]1[CH:39]=[CH:38][C:14]([CH2:15][NH:16][C:17]([C:19]2[C:20](=[O:37])[C:21]3[S:34][C:33]([CH2:35]Cl)=[CH:32][C:22]=3[N:23]([CH2:25][C:26]([N:28]([O:30][CH3:31])[CH3:29])=[O:27])[CH:24]=2)=[O:18])=[CH:13][CH:12]=1.[O:40]1[CH:44]=[CH:43][CH:42]=[C:41]1[CH:45]([OH:49])[CH2:46][NH:47][CH3:48].O>CN(C=O)C>[Cl:10][C:11]1[CH:39]=[CH:38][C:14]([CH2:15][NH:16][C:17]([C:19]2[C:20](=[O:37])[C:21]3[S:34][C:33]([CH2:35][N:47]([CH2:46][CH:45]([C:41]4[O:40][CH:44]=[CH:43][CH:42]=4)[OH:49])[CH3:48])=[CH:32][C:22]=3[N:23]([CH2:25][C:26]([N:28]([O:30][CH3:31])[CH3:29])=[O:27])[CH:24]=2)=[O:18])=[CH:13][CH:12]=1

Participants

Conditions

Temperature: 60 °C

Procedure

Diisopropylethylamine (34 μL, 0.19 mmol) was added to a mixture of N-(4-chlorobenzyl)-2-(chloromethyl)-4-{2-[methoxy(methyl)amino]-2-oxoethyl}-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide (60 mg, 0.13 mmol) and 1-(2-furyl)-2-(methylamino)ethanol (27 mg, 0.19 mmol) in DMF (2.0 mL). The mixture was shaken at 60° C. for 3 hrs. The reaction was cooled to room temperature before the addition of water (5 mL). The resulting ppt was collected by filtration and washed with water. After drying in vacuo, the title compound was obtained as a pale yellow solid (41 mg).

Workup

filtrationThe resulting ppt was collected by filtration
washwashed with water
customAfter drying in vacuo

Sources & evidence

ORD record: ord-bdd54befa5c6498b8ef0af1f15061c0f
Source dataset: uspto-grants-2005_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06861438B2

Reaction notes

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