Water → HCID 67125440, compound

HRID 1470732Notes

Reaction equation

HRID 1470732 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([I:8])=[CH:4][N:3]=1.[NH:9]1[CH2:14][CH2:13][CH:12]([C:15]2[CH:20]=[CH:19][C:18]([C@@H:21]([NH:23][C:24]([CH:26]3[CH2:28][CH2:27]3)=[O:25])[CH3:22])=[CH:17][CH:16]=2)[CH2:11][CH2:10]1.CCN(C(C)C)C(C)C.O>CN1C(=O)CCC1>[I:8][C:5]1[CH:4]=[N:3][C:2]([N:9]2[CH2:14][CH2:13][CH:12]([C:15]3[CH:20]=[CH:19][C:18]([C@@H:21]([NH:23][C:24]([CH:26]4[CH2:27][CH2:28]4)=[O:25])[CH3:22])=[CH:17][CH:16]=3)[CH2:11][CH2:10]2)=[N:7][CH:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 17142232-Chloro-5-iodopyrimidineHCID 67125422HCID 67125422, compound

Product 1

HCID 67125440HCID 67125440, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

633 mg (2.5 mmol) 2-Chloro-5-iodopyrimidine, 757 mg (2.5 mmol) (S)-cyclopropanecarboxylic acid [1-(4-piperidin-4-yl-phenyl)ethyl]-amide (V.4) and 0.855 mL (5.0 mmol) DIPEA in 10 mL NMP are stirred for 2 h at 130° C. After cooling to rt the mixture is treated with water and the precipitate is collected by filtration and triturated with ether to yield the desired compound.

Workup

  1. filtrationthe precipitate is collected by filtration
  2. customtriturated with ether

Sources & evidence

ORD record
ord-95246df138594a90aa76d0dffb654893
Source dataset
uspto-grants-2015_04
Patent number
US09006450B2

Reaction notes

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