Potassium Carbonate → HCID 86653859, compound

HRID 1958459Notes

Reaction equation

HRID 1958459 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([Cl:9])=[CH:4][N:3]=1.C([O-])([O-])=O.[K+].[K+].[NH2:16][C@@H:17]1[CH2:25][C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C@H:18]1[NH:26][C:27](=[O:29])[CH3:28]>C(O)(C)C>[Cl:1][C:2]1[N:7]=[C:6]([NH:16][C@@H:17]2[CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C@H:18]2[NH:26][C:27](=[O:29])[CH3:28])[C:5]([Cl:9])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2372592,4,5-TrichloropyrimidineHCID 67220633HCID 67220633, compound

Product 1

HCID 86653859HCID 86653859, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
55 °C

Procedure

2,4,5-trichloropyrimidine (500 mg, 2.73 mmol) is suspended in 35 mL iso-PrOH and combined with K2CO3 (5.28 g, 38.16 mmol). Then N-((1R,2R)-2-amino-indan-1-yl)-acetamide B-4-b (570 mg, 2.99 mmol) is added and the reaction mixture is stirred for 3 h at 55° C. The reaction mixture is evaporated down, mixed with water and extracted with EtOAc. The organic phase is dried on magnesium sulphate and evaporated down in vacuo. The crude product of A-2b (HPLC-MS: tRet.=1.24 min; MS (M+H)+=337/339) is used in the subsequent reactions without further purification.

Workup

  1. customThe reaction mixture is evaporated down
  2. additionmixed with water
  3. extractionextracted with EtOAc
  4. customThe organic phase is dried on magnesium sulphate
  5. customevaporated down in vacuo
  6. customThe crude product of A-2b (HPLC-MS: tRet.=1.24 min; MS (M+H)+=337/339) is used in the subsequent reactions without further purification

Sources & evidence

ORD record
ord-69860f1742564601b403e5ec812b8b94
Source dataset
uspto-grants-2013_04
Patent number
US08410126B2

Reaction notes

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