Triethylamine → HCID 66688316, compound

HRID 1661450Notes

Reaction equation

HRID 1661450 reaction equation
[CH:1]1([S:4](Cl)(=[O:6])=[O:5])[CH2:3][CH2:2]1.[F:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:23]3[C:18](=[CH:19][C:20]([O:24][CH:25]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[C:26]([CH3:29])([NH2:28])[CH3:27])=[CH:21][CH:22]=3)[CH:17]=[N:16]2)=[CH:11][CH:10]=1.C(N(CC)CC)C>CC#N>[CH3:29][C:26]([NH:28][S:4]([CH:1]1[CH2:3][CH2:2]1)(=[O:6])=[O:5])([CH3:27])[CH:25]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[O:24][C:20]1[CH:19]=[C:18]2[C:23](=[CH:22][CH:21]=1)[N:15]([C:12]1[CH:13]=[CH:14][C:9]([F:8])=[CH:10][CH:11]=1)[N:16]=[CH:17]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2760919Cyclopropanesulfonyl chlorideHCID 59786584HCID 59786584, compound

Product 1

HCID 66688316HCID 66688316, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Cyclopropanesulfonyl chloride (155 μl, 1.52 mmol) was added to 1-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)-2-methyl-1-phenylpropan-2-amine (26a, 0.070 g, 0.19 mmol) triethylamine (80 μl, 0.57 mmol) in MeCN (3 ml) at room temperature. The reaction mixture was stirred over night, concentrated, diluted with 10% NaHSO4 (aq) and extracted with EtOAc. The organic phase was washed with 10% NaHSO4 (aq). The crude product was further purified by HPLC. Yield 25 mg (30%).

Workup

  1. concentrationconcentrated
  2. additiondiluted with 10% NaHSO4 (aq)
  3. extractionextracted with EtOAc
  4. washThe organic phase was washed with 10% NaHSO4 (aq)
  5. customThe crude product was further purified by HPLC

Sources & evidence

ORD record
ord-4a7a70d856f2421886fad2634a64188b
Source dataset
uspto-grants-2011_10
Patent number
US08030340B2

Reaction notes

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