Methanesulfonic Acid → HCID 86615209, compound

HRID 733672Notes

Reaction equation

HRID 733672 reaction equation
C(OC([N:8]1[C:12]2=[C:13]([Cl:26])[N:14]=[CH:15][C:16]([C:17](=[O:25])[NH:18][CH:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[C:11]2[C:10]([CH3:27])=[CH:9]1)=O)(C)(C)C.CS(O)(=O)=O.[CH:33]1([NH2:39])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1>C(OCC)(=O)C>[ClH:26].[O:22]1[CH2:21][CH2:20][CH:19]([NH:18][C:17]([C:16]2[C:11]3[C:10]([CH3:27])=[CH:9][NH:8][C:12]=3[C:13]([NH:39][CH:33]3[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]3)=[N:14][CH:15]=2)=[O:25])[CH2:24][CH2:23]1

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 7965CyclohexylamineHCID 57840941HCID 57840941, compound

Product 1

HCID 86615209HCID 86615209, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Prepared in a similar manner to Example 12, from 7-chloro-3-methyl-4-(tetrahydro-pyran-4-ylcarbamoyl)-pyrrolo[2,3-c]pyridine-1-carboxylic acid tert-butyl ester except that the methanesulfonic acid was omitted. Cyclohexylamine (900 ul) was used and the reaction time was 15 h. Ethyl acetate was used instead of dichloromethane as solvent in the work up, no chromatography was required, and ethyl acetate was used instead of dichloromethane in the salt formation, to give the title compound (13 mg).

Sources & evidence

ORD record
ord-a657b56f34834a2784d112723ba13ea1
Source dataset
uspto-grants-2009_09
Patent number
US07589206B2

Reaction notes

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