Methanesulfonic Acid → HCID 86612239, compound

HRID 2246790Notes

Reaction equation

HRID 2246790 reaction equation
[NH2:1][C:2]([C:4]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:18]=[CH:17][C:16]([C@H:19]([NH:23][C@H:24]([C:30]([NH:32][C:33]4([C:36]#[N:37])[CH2:35][CH2:34]4)=[O:31])[CH2:25][C:26]([F:29])([CH3:28])[CH3:27])[CH:20]([F:22])[F:21])=[CH:15][CH:14]=3)=[CH:9][CH:8]=2)[CH2:6][CH2:5]1)=[O:3].[CH3:38][S:39]([OH:42])(=[O:41])=[O:40].C(OC)(C)(C)C>C1COCC1>[CH3:38][S:39]([O-:42])(=[O:41])=[O:40].[NH2:1][C:2]([C:4]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:18]=[CH:17][C:16]([C@H:19]([NH2+:23][C@@H:24]([CH2:25][C:26]([F:29])([CH3:27])[CH3:28])[C:30]([NH:32][C:33]4([C:36]#[N:37])[CH2:35][CH2:34]4)=[O:31])[CH:20]([F:22])[F:21])=[CH:15][CH:14]=3)=[CH:9][CH:8]=2)[CH2:6][CH2:5]1)=[O:3]

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 15413tert-Butyl methyl etherHCID 58869054HCID 58869054, compound

Product 1

HCID 86612239HCID 86612239, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N2-((1S)-1-{4′-[1-(aminocarbonyl)cyclopropyl]biphenyl-4-yl}-2,2-difluoroethyl)-N1-(1-cyanocyclopropyl)-4-fluoro-L-leucinamide (112 mg, 0.219 mmol) in THF (8 mL) was added 0.21 mL of methanesulfonic acid (1M solution in dichloromethane) followed by methyl t-butyl ether (2 mL). Seed crystals were added and the mixture was allowed to stand until a crystal bed had formed. The solvent was removed and the solid was suspended in methyl t-buty ether and heated to reflux overnight. Cooled to room temperature, filtered and dried under vacuum to give the title compound. m.p. 126 C

Workup

  1. additionSeed crystals were added
  2. customhad formed
  3. customThe solvent was removed
  4. temperatureheated
  5. temperatureto reflux overnight
  6. filtrationfiltered
  7. customdried under vacuum

Sources & evidence

ORD record
ord-1ca9efb671ec49dda1eb7bf45b83525c
Source dataset
uspto-grants-2010_03
Patent number
US07687524B2

Reaction notes

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