Diisopropylethylamine → HCID 89634247, compound

HRID 926736Notes

Reaction equation

HRID 926736 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH:12]1[CH2:15][CH:14]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:13]1.CCN(C(C)C)C(C)C>C(O)C>[S:8]([C:5]1[CH:4]=[CH:3][C:2]([N:12]2[CH2:15][CH:14]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:21])([CH3:20])[CH3:22])[CH2:13]2)=[N:7][CH:6]=1)(=[O:10])(=[O:9])[NH2:11]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 12015126-chloropyridine-3-sulfonamideHCID 15194053-Aminoazetidine, 3-BOC protected

Product 1

HCID 89634247HCID 89634247, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

6-chloropyridine-3-sulfonamide (0.32 g, 1.66 mmol) was added to a stirred solution of tert-butyl azetidin-3-ylcarbamate (0.30 g, 1.74 mmol) and DIPEA (0.9 ml, 0.65 g, 4.98 mmol) in 10 ml of ethanol and heated to reflux for 16 h. Reaction mass was cooled to 0° C. The solid formed was filtered and dried under vacuum to obtain desired product.

Workup

  1. temperatureheated
  2. temperatureto reflux for 16 h
  3. customReaction mass
  4. customThe solid formed
  5. filtrationwas filtered
  6. customdried under vacuum

Sources & evidence

ORD record
ord-880c71b916b24bccb56a918596901eaf
Source dataset
uspto-grants-2016_03
Patent number
US09289419B2

Reaction notes

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