Diisopropylethylamine → HCID 56837011, compound

HRID 527914Notes

Reaction equation

HRID 527914 reaction equation
[CH3:1][N:2]([C@@H:15]1[CH2:19][CH2:18][NH:17][CH2:16]1)[C:3](=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]([F:13])([F:12])[F:11].Cl[C:21]1[C:22]2[CH:29]=[CH:28][NH:27][C:23]=2[N:24]=[CH:25][N:26]=1.CCN(C(C)C)C(C)C>CCO>[N:24]1[C:23]2[NH:27][CH:28]=[CH:29][C:22]=2[C:21]([N:17]2[CH2:18][CH2:19][C@@H:15]([N:2]([CH3:1])[C:3](=[O:14])[C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[C:10]([F:13])([F:11])[F:12])[CH2:16]2)=[N:26][CH:25]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 66765572HCID 66765572, compound

Product 1

HCID 56837011HCID 56837011, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (R)—N-methyl-N-(pyrrolidin-3-yl)-2-(trifluoromethyl)benzamide (1 mmol) and 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (0.8 mmol) in the EtOH (3 mL) was added DIPEA (2 mmol) with stirring at room temperature. The reaction mixture was refluxed overnight. The mixture was then concentrated, and purified by flash chromatography to give the title compound. MS (m/z): 390 (M+H)+.

Workup

  1. temperatureThe reaction mixture was refluxed overnight
  2. concentrationThe mixture was then concentrated
  3. custompurified by flash chromatography

Sources & evidence

ORD record
ord-d8cd9eda5efb458482b5d04053d067bc
Source dataset
uspto-grants-2016_05
Patent number
US09346810B2

Reaction notes

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