Methylamine → HCID 86620394, compound

HRID 252718Notes

Reaction equation

HRID 252718 reaction equation
[Cl:1][C:2]1[C:7]([N:8]([S:13]([CH3:16])(=[O:15])=[O:14])S(C)(=O)=O)=[CH:6][C:5]([C:17]2[S:21][C:20](Cl)=[N:19][C:18]=2[CH3:23])=[CH:4][N:3]=1.[CH3:24][NH2:25]>C(O)C>[Cl:1][C:2]1[C:7]([NH:8][S:13]([CH3:16])(=[O:14])=[O:15])=[CH:6][C:5]([C:17]2[S:21][C:20]([NH:25][CH3:24])=[N:19][C:18]=2[CH3:23])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 86620395HCID 86620395, compound

Product 1

HCID 86620394HCID 86620394, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of N-[2-chloro-5-(2-chloro-4-methyl-1,3-thiazol-5-yl)pyridin-3-yl]-N-(methylsulfonyl)methanesulfonamide (94 mg) and a 13% solution of methylamine in ethanol (5.0 mL) was stirred and heated to 120° C. in a sealed glass tube in a microwave reactor for 2.5 hours. The resultant mixture was evaporated. Ethanol was added and the mixture was re-evaporated. The material so obtained was purified by reversed phase preparative HPLC. There was thus obtained the title compound (25 mg); 1H NMR Spectrum: (DMSOd6) 2.23 (s, 3H), 2.83 (d, 3H), 3.13 (s, 3H), 7.76 (s, 1H), 7.82 (s, 1H), 8.23 (s, 1H), 9.77 (s, 1H); Mass Spectrum: M+H+ 333.

Workup

  1. customThe resultant mixture was evaporated
  2. additionEthanol was added
  3. customthe mixture was re-evaporated
  4. customThe material so obtained
  5. customwas purified by reversed phase preparative HPLC

Sources & evidence

ORD record
ord-3e0e21e7b4cc441b8c01ec8f62e6cb2f
Source dataset
uspto-grants-2011_01
Patent number
US07868188B2

Reaction notes

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