Tetrahydrofuran → HCID 178488108, compound

HRID 538040Notes

Reaction equation

HRID 538040 reaction equation
[NH2:1][C:2]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][C:3]=1[C:4]([NH:6][CH2:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([C:14]([N:16]2[CH2:21][CH2:20][N:19]([C:22](=[O:26])[CH:23]([CH3:25])[CH3:24])[CH2:18][CH2:17]2)=[O:15])[CH2:10][CH2:9]1)=[O:5].C1C[O:36][CH2:35]C1>>[C:22]([N:19]1[CH2:18][CH2:17][N:16]([C:14]([C@H:11]2[CH2:12][CH2:13][C@H:8]([CH2:7][N:6]3[C:4](=[O:5])[C:3]4[C:2](=[CH:30][CH:29]=[C:28]([O:31][CH3:32])[CH:27]=4)[NH:1][C:35]3=[O:36])[CH2:9][CH2:10]2)=[O:15])[CH2:21][CH2:20]1)(=[O:26])[CH:23]([CH3:25])[CH3:24]

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 178492288HCID 178492288, compound

Product 1

HCID 178488108HCID 178488108, compoundYield 52%

Procedure

A solution of 2-amino-N-[trans-4-(4-isobutyryl-piperazine-1-carbonyl)-cyclohexylmethyl]-5-methoxy-benzamide (156 mg, 0.35 mmol) and 1,1-carbonyldiimidazole (130 mg, 0.8 mmol) in THF (4 mL) was irradiated with microwave at 150° C. (250 W) for 20 minutes. The desired product precipitated from the reaction mixture and was filtered. 85 mg of the titled compound were obtained (yield 52%).

Workup

  1. customThe desired product precipitated from the reaction mixture
  2. filtrationwas filtered

Sources & evidence

ORD record
ord-94bf7dfd73364cc2a13e9fc976169cf0
Source dataset
uspto-grants-2014_10
Patent number
US08865704B2

Reaction notes

Loading…