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Triethylamine → HCID 58117145, compound

HRID 2066491
Notes
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Reaction equation

HRID 2066491 reaction equation
FC(F)(F)C(O)=O.[CH:8]12[NH:15][CH:12]([CH2:13][CH2:14]1)[CH2:11][N:10]([C:16](=[O:21])[C:17]([F:20])([F:19])[F:18])[CH2:9]2.C(N(CC)CC)C.Br[CH2:30][C:31]1[S:39][C:38]2[C:37]([N:40]3[CH2:45][CH2:44][O:43][CH2:42][CH2:41]3)=[N:36][C:35]([Cl:46])=[N:34][C:33]=2[CH:32]=1>C1COCC1>[Cl:46][C:35]1[N:36]=[C:37]([N:40]2[CH2:41][CH2:42][O:43][CH2:44][CH2:45]2)[C:38]2[S:39][C:31]([CH2:30][N:15]3[CH:8]4[CH2:14][CH2:13][CH:12]3[CH2:11][N:10]([C:16](=[O:21])[C:17]([F:18])([F:19])[F:20])[CH2:9]4)=[CH:32][C:33]=2[N:34]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 461807264-(6-(Bromomethyl)-2-chlorothieno[3,2-d]pyrimidin-4-yl)morpholineHCID 86650181HCID 86650181, compound

Product 1

HCID 58117145HCID 58117145, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-(3,8-diaza-bicyclo[3.2.1]oct-3-yl)-2,2,2-trifluoro-ethanone trifluoroacetic acid salt (106 mg, 0.33 mmol) in THF (5 mL) were added triethylamine (161 μL, 1.16 mmol) and 6-bromomethyl-2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine (100 mg, 0.29 mmol). The reaction mixture was stirred at RT for 17 h, then concentrated in vacuo. The resultant residue was purified by column chromatography to give the title compound as a white solid (98 mg, 71%).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe resultant residue was purified by column chromatography

Sources & evidence

ORD record
ord-f57c8d10b23842f78ec6dfd8730095d1
Source dataset
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08293735B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes