Methylamine → HCID 10100739, compound

HRID 1492769Notes

Reaction equation

HRID 1492769 reaction equation
[Br:1][C:2]1[C:6]2[CH:7]=[C:8]([CH2:11][N:12]3[C:16]([C:17]([O:19]CC)=O)=[C:15]([Cl:22])[N:14]=[C:13]3[CH2:23][CH2:24][CH2:25][CH3:26])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[NH:33][S:34]([C:37]([F:40])([F:39])[F:38])(=[O:36])=[O:35].[CH3:41][NH2:42]>>[Br:1][C:2]1[C:6]2[CH:7]=[C:8]([CH2:11][N:12]3[C:16]([C:17]([NH:42][CH3:41])=[O:19])=[C:15]([Cl:22])[N:14]=[C:13]3[CH2:23][CH2:24][CH2:25][CH3:26])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[NH:33][S:34]([C:37]([F:38])([F:40])[F:39])(=[O:35])=[O:36]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 18950872HCID 18950872, compound

Product 1

HCID 10100739HCID 10100739, compound

Procedure

A solution of the product of Example 65 (0.17 g) in methylamine (10 ml) was heated at 50° for 18 hours. The solvent was allowed to evaporate. The residue was dissolved in dichloromethane (50 ml) and washed with hydrochloric acid (2M:50 ml). The organic solution was purified by column chromatography eluting with dichloromethane/methanol (20:1) to give the title compound as a white foam (0.136 g) m.p. 89°-92° C.

Workup

  1. customto evaporate
  2. dissolutionThe residue was dissolved in dichloromethane (50 ml)
  3. washwashed with hydrochloric acid (2M:50 ml)
  4. customThe organic solution was purified by column chromatography
  5. washeluting with dichloromethane/methanol (20:1)

Sources & evidence

ORD record
ord-7fce29c43bf942588498855ba3d39238
Source dataset
uspto-grants-1994_12
Patent number
US05374646

Reaction notes

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