Triethylamine → HCID 86707702, compound

HRID 1408942Notes

Reaction equation

HRID 1408942 reaction equation
C(N(CC)CC)C.[CH3:8][S:9](Cl)(=[O:11])=[O:10].[OH:13][C@@H:14]1[CH2:18][CH2:17][C@H:16]([NH:19][C:20]2[C:21]3[N:22]([CH:29]=[CH:30][CH:31]=3)[N:23]=[CH:24][C:25]=2[C:26]([NH2:28])=[O:27])[C:15]1([CH3:33])[CH3:32]>ClCCl>[CH3:8][S:9]([O:13][C@H:14]1[CH2:18][CH2:17][C@@H:16]([NH:19][C:20]2[C:21]3[N:22]([CH:29]=[CH:30][CH:31]=3)[N:23]=[CH:24][C:25]=2[C:26](=[O:27])[NH2:28])[C:15]1([CH3:33])[CH3:32])(=[O:11])=[O:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 68292168HCID 68292168, compound2×

Product 1

HCID 86707702HCID 86707702, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Triethylamine (0.131 mL, 0.936 mmol) and methanesulfonyl chloride (0.029 mL, 0.375 mmol) were added to a solution of 4-((cis-3-hydroxy-2,2-dimethylcyclopentyl)amino)pyrrolo[1,2-b]pyridazine-3-carboxamide (90 mg, 0.312 mmol, from Intermediate 16) in dichloromethane (5 mL). After 15 h at room temperature, the mixture was diluted with dichloromethane (60 mL), washed with saturated sodium bicarbonate (5 mL), brine (5 mL), dried (MgSO4), filtered and concentrated to give crude cis-3-(3-carbamoylpyrrolo[1,2-b]pyridazin-4-ylamino)-2,2-dimethylcyclopentyl methanesulfonate.

Workup

  1. washwashed with saturated sodium bicarbonate (5 mL), brine (5 mL)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-ade69f54190f4dcc8e5f74c50f3fb116
Source dataset
uspto-grants-2014_12
Patent number
US08921368B2

Reaction notes

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