Water → HCID 86725593, compound

HRID 514471Notes

Reaction equation

HRID 514471 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][C:10]2[N:14]([C:15]3[CH:20]=[C:19]([C:21]#[N:22])[CH:18]=[CH:17][N:16]=3)[N:13]=[CH:12][C:11]=2[CH2:23][CH2:24][OH:25])=[CH:4][CH:3]=1.CCN(CC)CC.[CH3:33][S:34](Cl)(=[O:36])=[O:35].O>C(Cl)Cl>[CH3:33][S:34]([O:25][CH2:24][CH2:23][C:11]1[CH:12]=[N:13][N:14]([C:15]2[CH:20]=[C:19]([C:21]#[N:22])[CH:18]=[CH:17][N:16]=2)[C:10]=1[O:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)(=[O:36])=[O:35]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 86725591HCID 86725591, compound

Product 1

HCID 86725593HCID 86725593, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 2-[5-[(4-fluorophenyl)methoxy]-4-(2-hydroxyethyl)pyrazol-1-yl]pyridine-4-carbonitrile (40 mg, 0.12 mmol), Et3N (26 mg, 0.26 mmol) in DCM (5 mL) was added MeSO2Cl (17 mg, 0.15 mmoL) at 0° C. The reaction mixture was then stirred for 2 h at r.t. Water was added and extracted with DCM and concentrated to afford the title compound (42 mg, 87%). [M+H] Calc'd for C19H17FN4O4S, 417. Found, 417.

Workup

  1. extractionextracted with DCM
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-2615e223c32844e2ab46ede450760f85
Source dataset
uspto-grants-2015_08
Patent number
US09107916B2

Reaction notes

Loading…