Methanol → HCID 86586126, compound

HRID 751460Notes

Reaction equation

HRID 751460 reaction equation
[OH:1][CH:2]1[CH:8]([NH:9][C:10](=[O:17])[C@@H:11]([NH2:16])[CH2:12][CH:13]([CH3:15])[CH3:14])[CH2:7][CH2:6][CH2:5][N:4]([S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)(=[O:20])=[O:19])[CH2:3]1.C(N(CC)CC)C.[N:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[S:40](Cl)(=[O:42])=[O:41].CO>ClCCl>[OH:1][CH:2]1[CH:8]([NH:9][C:10](=[O:17])[C@@H:11]([NH:16][S:40]([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][N:34]=2)(=[O:42])=[O:41])[CH2:12][CH:13]([CH3:15])[CH3:14])[CH2:7][CH2:6][CH2:5][N:4]([S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)(=[O:20])=[O:19])[CH2:3]1

Participants

6

Reactant 4

HCID 887MethanolHCID 8471TriethylamineHCID 3787675Pyridine-2-sulfonyl ChlorideHCID 11349633HCID 11349633, compound

Product 1

HCID 86586126HCID 86586126, compoundYield 26.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of (S)-2-amino-4-methyl-pentanoic acid [3-hydroxy-1-(pyridine-2-sulfonyl)-azepan-4-yl]-amide of Example 28a (0.25 g) in dichloromethane was added triethylamine (0.27 mL) and 2-pyridinesulfonyl chloride (0.15 g). The reaction was stirred until complete. Workup and column chromatography (5% methanol:dichloromethane) provided the title compound (0.09 g): MS(EI) 525 (M+H+).

Sources & evidence

ORD record
ord-0eda72616b03415b8ec87543b8292278
Source dataset
uspto-grants-2008_07
Patent number
US07405209B2

Reaction notes

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