Methylamine hydrochloride → HCID 15605149, compound

HRID 1676981Notes

Reaction equation

HRID 1676981 reaction equation
ClC1C=C2[C:8](=[CH:9][CH:10]=1)[N:7](S(C1C=CC=CC=1)(=O)=O)[C:6](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.CN.C1([N:63](C2C=CC(C([O-])=O)=C(C)C=2C)C)CC1>>[Br:29][C:30]1[CH:31]=[C:32]2[C:36](=[CH:37][CH:38]=1)[NH:35][C:34]([C:48]([NH2:63])=[O:50])=[C:33]2[S:53]([N:7]([CH:8]1[CH2:9][CH2:10]1)[CH3:6])(=[O:54])=[O:55]

Participants

5

Reactant 4

HCID 6364545Methylamine hydrochlorideHCID 22401482ethyl 5-chloro-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylateHCID 86592455ethyl 3-(chlorosulfonyl)-5-bromo-1-(phenylsulfonyl)-1H-indole-2-carboxylateHCID 131729120HCID 131729120, compound

Product 1

HCID 15605149HCID 15605149, 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 N-cyclopropyl-N-methylamine oxylate, the title compound was obtained. Proton NMR for the product was consistent with the titled compound. ESI+ MS: 372.2 [M+H]+.

Sources & evidence

ORD record
ord-d29d4d4f0b624f3191c83d89b0c0af81
Source dataset
uspto-grants-2011_08
Patent number
US08008295B2

Reaction notes

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