Methanol → HCID 86586132, compound

HRID 751472Notes

Reaction equation

HRID 751472 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([S:11]([N:14]2[CH2:20][CH2:19][CH2:18][CH:17]([NH:21][C:22]([C@@H:24]([NH:28][C:29]([C:31]3[O:32][C:33]4[CH:39]=[CH:38][CH:37]=[CH:36][C:34]=4[CH:35]=3)=[O:30])[CH2:25][CH2:26][CH3:27])=[O:23])[C:16](=[O:40])[CH2:15]2)(=[O:13])=[O:12])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C(N(CC)CC)C.COC1C=C(S(Cl)(=O)=O)C=CC=1OC.CO>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([S:11]([N:14]2[CH2:20][CH2:19][CH2:18][CH:17]([NH:21][C:22]([C@@H:24]([NH:28][C:29]([C:31]3[O:32][C:33]4[CH:39]=[CH:38][CH:37]=[CH:36][C:34]=4[CH:35]=3)=[O:30])[CH2:25][CH2:26][CH3:27])=[O:23])[CH:16]([OH:40])[CH2:15]2)(=[O:12])=[O:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

6

Reactant 4

HCID 887MethanolHCID 8471TriethylamineHCID 27341833,4-Dimethoxybenzenesulfonyl chlorideHCID 86586133HCID 86586133, compound

Product 1

HCID 86586132HCID 86586132, compoundYield 119.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of benzofuran-2-carboxylic acid {(S)-1-[1-(3,4-dimethoxy-benzenesulfonyl)-3-oxo-azepan-4-ylcarbamoyl]-butyl}-amide of Example 78c (0.175 g) in dichloromethane was added triethylamine (0.1 mL) and 3,4-dimethoxy-benzenesulfonyl chloride (0.12 g). The reaction was stirred until complete. Workup and column chromatography (5% methanol:dicloromethane) provided the title compound (0.21 g): MS(EI) 587 (M+).

Sources & evidence

ORD record
ord-c96762973f424bc997ea6292f1cf3a2e
Source dataset
uspto-grants-2008_07
Patent number
US07405209B2

Reaction notes

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