Triethylamine → HCID 67494673, compound

HRID 2047027Notes

Reaction equation

HRID 2047027 reaction equation
[CH:1]1([S:4](Cl)(=[O:6])=[O:5])[CH2:3][CH2:2]1.[Br:8][C:9]1[C:10]([O:29][CH2:30][CH:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)=[N:11][C:12]2[N:13]([N:16]=[CH:17][C:18]=2[C:19]2[CH:20]=[N:21][C:22]3[C:27]([CH:28]=2)=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:14]=1[NH2:15].C(N(CC)CC)C>CN(C=O)C>[Br:8][C:9]1[C:10]([O:29][CH2:30][CH:31]2[CH2:32][CH2:33][N:34]([S:4]([CH:1]3[CH2:3][CH2:2]3)(=[O:6])=[O:5])[CH2:35][CH2:36]2)=[N:11][C:12]2[N:13]([N:16]=[CH:17][C:18]=2[C:19]2[CH:20]=[N:21][C:22]3[C:27]([CH:28]=2)=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:14]=1[NH2:15]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2760919Cyclopropanesulfonyl chlorideHCID 67494200HCID 67494200, compound

Product 1

HCID 67494673HCID 67494673, compoundYield 34.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Cyclopropanesulfonyl chloride (24 mg, 0.167 mmol) was added into a solution of 6-bromo-5-(piperidin-4-ylmethoxy)-3-(quinolin-3-yl)pyrazolo[1,5-a]pyrimidin-7-amine (50 mg, 0.111 mmol) and triethylamine (56 mg, 0.553 mmol) in DMF at room temperature. The resulting reaction mixture was stirred at room temperature for 16 h, concentrated and purified by prep-LC to afford the title compound (21.5 mg): LC/MS RT=4.17 min. Mass calculated for, M+H 557.09, observed 557.09.

Workup

  1. customThe resulting reaction mixture
  2. concentrationconcentrated
  3. custompurified by prep-LC

Sources & evidence

ORD record
ord-07518cd76a60469ba7bdabc0720406bb
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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