Methanesulfonic Acid → HCID 68866945, compound

HRID 733670Notes

Reaction equation

HRID 733670 reaction equation
C(OC([N:8]1[C:12]2=[C:13]([Cl:25])[N:14]=[CH:15][C:16]([C:17]([N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[O:18])=[C:11]2[C:10]([CH3:26])=[CH:9]1)=O)(C)(C)C.[CH:27]1([NH2:33])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1.CS(O)(=O)=O>O1CCOCC1>[ClH:25].[CH:27]1([NH:33][C:13]2[N:14]=[CH:15][C:16]([C:17]([N:19]3[CH2:20][CH2:21][O:22][CH2:23][CH2:24]3)=[O:18])=[C:11]3[C:10]([CH3:26])=[CH:9][NH:8][C:12]=23)[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 7965Cyclohexylamine2×HCID 57840771HCID 57840771, compound

Product 1

HCID 68866945HCID 68866945, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 7-chloro-3-methyl-4-(1-morpholin-4-yl-methanoyl)-pyrrolo[2,3-c]pyridine-1-carboxylic acid tert-butyl ester (66 mg), cyclohexylamine (80 ul), and methanesulfonic acid (45 ul) in 1,4-dioxane (1 ml) was heated under microwave conditions at 180° C. for 30 minutes. Cyclohexylamine (600 ul in total) was added and the mixture heated under microwave conditions at 180° C. for 2.5 h. The solid mass obtained was purified as described in Example 11(c) to afford the title compound (31 mg).

Workup

  1. temperaturethe mixture heated under microwave conditions at 180° C. for 2.5 h
  2. customThe solid mass obtained
  3. customwas purified

Sources & evidence

ORD record
ord-15ac110e2a22447496c1d4c98fa27d30
Source dataset
uspto-grants-2009_09
Patent number
US07589206B2

Reaction notes

Loading…