Triethylamine → HCID 86671480, compound

HRID 1530696Notes

Reaction equation

HRID 1530696 reaction equation
[CH:1]1([CH2:4][C:5]([O:10][C:11]2[CH:33]=[CH:32][C:14]3[C:15]4[N:19]([CH2:20][CH2:21][O:22][C:13]=3[CH:12]=2)[CH:18]=[C:17]([C:23]2[N:24]([CH:29]([CH3:31])[CH3:30])[N:25]=[C:26]([CH3:28])[N:27]=2)[N:16]=4)([CH2:8][OH:9])[CH2:6][OH:7])[CH2:3][CH2:2]1.CCN(CC)CC.[CH3:41][S:42](Cl)(=[O:44])=[O:43]>C(Cl)Cl>[CH:1]1([CH2:4][C:5]([O:10][C:11]2[CH:33]=[CH:32][C:14]3[C:15]4[N:19]([CH2:20][CH2:21][O:22][C:13]=3[CH:12]=2)[CH:18]=[C:17]([C:23]2[N:24]([CH:29]([CH3:31])[CH3:30])[N:25]=[C:26]([CH3:28])[N:27]=2)[N:16]=4)([CH2:6][O:7][S:42]([CH3:41])(=[O:44])=[O:43])[CH2:8][O:9][S:42]([CH3:41])(=[O:44])=[O:43])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 68313055HCID 68313055, compound

Product 1

HCID 86671480HCID 86671480, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 2-cyclopropylmethyl-2-[2-(2-isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulen-8-yloxy]-propane-1,3-diol (200 mg, 0.441 mmol) and Et3N (184 μL, 1.32 mmol) in DCM (20 mL) cooled at 0° C. was added methanesulfonyl chloride (86 μL, 1.10 mmol) and stirring at RT was continued for 1.5 h. The mixture was diluted with DCM, washed with a saturated solution of NaHCO3, followed by water, then dried (Na2SO4) and concentrated in vacuo affording the title compound as a colourless solid (264 mg, 98%). LCMS (Method B): RT 3.34 min [M+H]+ 610

Workup

  1. washwashed with a saturated solution of NaHCO3
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7fbadb97707546818ddfdb6ef542f34c
Source dataset
uspto-grants-2015_07
Patent number
US09090628B2

Reaction notes

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