Methylamine hydrochloride → HCID 67371731, compound

HRID 1676978Notes

Reaction equation

HRID 1676978 reaction equation
ClC1C=C2[C:8](=CC=1)[N:7](S(C1C=CC=CC=1)(=O)=O)C(C(OCC)=O)=C2S(Cl)(=O)=O.[Br:29][C:30]1[CH:31]=[C:32]2[C:36](=[CH:37][CH:38]=1)[N:35](S(C1C=CC=CC=1)(=O)=O)[C:34]([C:48]([O:50]CC)=O)=[C:33]2[S:53](Cl)(=[O:55])=[O:54].Cl.C[NH2:59].Cl.C[NH:62][CH2:63][CH2:64][C:65]([O:67]C)=O>>[NH2:59][C:48]([C:34]1[NH:35][C:36]2[C:32]([C:33]=1[S:53]([N:7]([CH3:8])[C:65](=[O:67])[CH2:64][CH2:63][NH2:62])(=[O:54])=[O:55])=[CH:31][C:30]([Br:29])=[CH:38][CH:37]=2)=[O:50]

Participants

5

Reactant 4

HCID 6364545Methylamine hydrochlorideHCID 12414199methyl 3-(methylamino)propanoate hydrochlorideHCID 22401482ethyl 5-chloro-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylateHCID 86592455ethyl 3-(chlorosulfonyl)-5-bromo-1-(phenylsulfonyl)-1H-indole-2-carboxylate

Product 1

HCID 67371731HCID 67371731, compound

Procedure

Following the procedures described in Steps D and E of Example 1, replacing in Step D ethyl 5-chloro-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylate with ethyl 5-bromo-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylate, and methylamine hydrochloride with methyl N-methyl-β-alaninate hydrochloride, the title compound was obtained. Proton NMR for the product was consistent with the titled compound. ESI+ MS: 403.2 [M+H]+.

Sources & evidence

ORD record
ord-9745f76e388b4b278637348be4563014
Source dataset
uspto-grants-2011_08
Patent number
US08008295B2

Reaction notes

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