Triethylamine → HCID 86706841, compound

HRID 707644Notes

Reaction equation

HRID 707644 reaction equation
[OH:1][CH2:2][C:3]1[CH:7]=[C:6]([C:8]2[N:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[O:5][N:4]=1.C(N(CC)CC)C.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>ClCCl>[CH3:21][S:22]([O:1][CH2:2][C:3]1[CH:7]=[C:6]([C:8]2[N:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[O:5][N:4]=1)(=[O:24])=[O:23]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 67958818HCID 67958818, compound

Product 1

HCID 86706841HCID 86706841, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a mixture of 2-(3-hydroxymethyl-isoxazol-5-yl)-pyrimidine (14 gm) and triethylamine (22 ml) in dichloromethane (400 ml), was added methanesulfonyl chloride (7.2 ml) at 0° C. The reaction mixture was stirred at 0° C. over a period of 0.5 h. The reaction was quenched by addition of water and layers were separated. Organic layer was evaporated under vacuum to provide title compound in 19.7 gm quantity (97.7%) as a yellow solid. This was used as such for the next reaction.

Workup

  1. customThe reaction was quenched by addition of water and layers
  2. customwere separated
  3. customOrganic layer was evaporated under vacuum

Sources & evidence

ORD record
ord-b37d20662b8342aaa0dd60f864758414
Source dataset
uspto-grants-2015_11
Patent number
US09175031B2

Reaction notes

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