Hydrochloric Acid → HCID 69328990, compound

HRID 746804Notes

Reaction equation

HRID 746804 reaction equation
[CH3:1][S:2]([NH2:5])(=[O:4])=[O:3].CCN=C=NCCCN(C)C.[C:17]([C:19]1[CH:24]=[C:23]([C:25](O)=[O:26])[CH:22]=[CH:21][C:20]=1[C:28]1[CH:33]=[CH:32][C:31]([C:34]2[S:35][CH:36]=[CH:37][C:38]=2[NH:39][S:40]([CH:43]([CH3:45])[CH3:44])(=[O:42])=[O:41])=[CH:30][CH:29]=1)#[N:18].Cl>CN(C1C=CN=CC=1)C.C(Cl)Cl>[C:17]([C:19]1[CH:24]=[C:23]([C:25]([NH:5][S:2]([CH3:1])(=[O:4])=[O:3])=[O:26])[CH:22]=[CH:21][C:20]=1[C:28]1[CH:29]=[CH:30][C:31]([C:34]2[S:35][CH:36]=[CH:37][C:38]=2[NH:39][S:40]([CH:43]([CH3:45])[CH3:44])(=[O:41])=[O:42])=[CH:32][CH:33]=1)#[N:18]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 72879MethanesulfonamideHCID 24769562HCID 24769562, compound

Product 1

HCID 69328990HCID 69328990, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

Add methanesulfonamide (0.28 mmol), EDCI (0.28 mmol) and DMAP (0.28 mmol) to a solution of 2-Cyano-4′-[3-(propane-2-sulfonylamino)-thiophen-2-yl]-biphenyl-4-carboxylic acid (0.235 mmol) in DCM. Stir 8 h at RT. Add 1N HCl and extract with DCM. Concentrate all organic layers to dryness. Purify by HPLC to provide the title compound. MS (ES−): 502 (M−1)

Workup

  1. extractionextract with DCM
  2. concentrationConcentrate all organic layers to dryness
  3. customPurify by HPLC

Sources & evidence

ORD record
ord-3d9b95858ebb4686a170e3e1f03703b0
Source dataset
uspto-grants-2008_07
Patent number
US07393868B2

Reaction notes

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