Methylamine hydrochloride → HCID 58659621, compound

HRID 1676984Notes

Reaction equation

HRID 1676984 reaction equation
ClC1C=C2C(=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.CN.Cl.[CH3:61][NH:62][CH:63]1[CH2:68][CH2:67][O:66][CH2:65][CH2:64]1>>[Br:29][C:30]1[CH:31]=[C:32]2[C:36](=[CH:37][CH:38]=1)[NH:35][C:34]([C:48]([NH2:7])=[O:50])=[C:33]2[S:53]([N:62]([CH3:61])[CH:63]1[CH2:68][CH2:67][O:66][CH2:65][CH2:64]1)(=[O:54])=[O:55]

Participants

5

Reactant 4

HCID 6364545Methylamine hydrochlorideHCID 22401482ethyl 5-chloro-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylateHCID 22736998N-methyloxan-4-amine hydrochlorideHCID 86592455ethyl 3-(chlorosulfonyl)-5-bromo-1-(phenylsulfonyl)-1H-indole-2-carboxylate

Product 1

HCID 58659621HCID 58659621, 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-methyl-N-(tetrahydro-2H-pyran-4-yl)amine hydrochloride, the title compound was obtained. Proton NMR for the product was consistent with the titled compound. ESI+ MS: 416.2 [M+H]+.

Sources & evidence

ORD record
ord-0913212bde1c4e52a7c71efc9d0a4984
Source dataset
uspto-grants-2011_08
Patent number
US08008295B2

Reaction notes

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