Diisopropylethylamine → HCID 44200855, compound

HRID 389644Notes

Reaction equation

HRID 389644 reaction equation
[NH2:1][C@H:2]([C:13]([N:15]1[CH2:20][CH2:19][O:18][CH2:17][C@@H:16]1[CH3:21])=[O:14])[CH2:3][NH:4][C:5]([C:7]1[S:8][C:9]([Cl:12])=[CH:10][CH:11]=1)=[O:6].CCN(C(C)C)C(C)C.[CH2:31]([C:33]1[C:38]([N:39]2[CH2:44][CH2:43][O:42][CH2:41][C:40]2=[O:45])=[CH:37][CH:36]=[CH:35][C:34]=1[S:46](Cl)(=[O:48])=[O:47])[CH3:32]>C(Cl)Cl>[CH2:31]([C:33]1[C:38]([N:39]2[CH2:44][CH2:43][O:42][CH2:41][C:40]2=[O:45])=[CH:37][CH:36]=[CH:35][C:34]=1[S:46]([NH:1][C@H:2]([C:13]([N:15]1[CH2:20][CH2:19][O:18][CH2:17][C@@H:16]1[CH3:21])=[O:14])[CH2:3][NH:4][C:5]([C:7]1[S:8][C:9]([Cl:12])=[CH:10][CH:11]=1)=[O:6])(=[O:47])=[O:48])[CH3:32]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 671552485-Chloro-thiophene-2-carboxylic acid [(S)-2-amino-3-((S)-3-methyl-morpholin-4-yl)-3-oxo-propyl]-amide2×HCID 727928892-Ethyl-3-(3-oxomorpholino)benzene-1-sulfonyl chloride2×

Product 1

HCID 44200855HCID 44200855, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

5-Chloro-thiophene-2-carboxylic acid [(S)-2-amino-3-((S)-3-methyl-morpholin-4-yl)-3-oxo-propyl]-amide, Intermediate 3 (95 mg, 0.287 mmol) was dissolved in 2 ml DCM and DIPEA (151 μl, 0.861 mmol). 2-ethyl-3-(3-oxo-morpholin-4-yl)-benzenesulfonyl chloride, Intermediate 7 (91 mg, 0.3 mmol) in 2 ml DCM was slowly added and the reaction was stirred for 75 min. After that the solution was evaporated to dryness and purified by prep. HPLC. After lyophilization the title compound was obtained as colorless, amorphous solid. Yield: 108 mg, 63%

Workup

  1. customAfter that the solution was evaporated to dryness
  2. custompurified by prep

Sources & evidence

ORD record
ord-60fc9bf5f8064fc0a10549b3ec2b68fc
Source dataset
uspto-grants-2013_02
Patent number
US08378092B2

Reaction notes

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