2-Pyridineethanamine → HCID 59023778, compound

HRID 1678210Notes

Reaction equation

C[O:2][C:3](=S)[NH:4][C:5]1[CH:6]=[C:7]2[C:11](=[C:12]([C:14]3[S:18][C:17]4[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=4[CH:15]=3)[CH:13]=1)[NH:10][N:9]=[CH:8]2.[N:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[CH2:30][CH2:31][NH2:32]>C(O)C>[S:18]1[C:14]([C:12]2[CH:13]=[C:5]([NH:4][C:3]([NH:32][CH2:31][CH2:30][C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][N:24]=3)=[O:2])[CH:6]=[C:7]3[C:11]=2[NH:10][N:9]=[CH:8]3)=[CH:15][C:16]2[CH:22]=[CH:21][CH:20]=[CH:19][C:17]1=2

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 7-benzo[b]thiophen-2-yl-1H-indazole-5-yl-thiocarbamic acid methyl ester (Preparation #14, 25.0 mg, 0.074 mmol) and 2-pyridin-2-yl-ethylamine (23 mg, 0.185 mmol) in ethanol (2 mL) was stirred at about 50° C. for about 8 hours. The solvent was removed under reduced pressure and the product was purified by crystallization in ethanol to give 1-(7-benzo[b]thiophen-2-yl-1H-indazol-5-yl)-3-(2-pyridin-2-yl-ethyl)-urea (12 mg, 39% yield); RP HPLC (Table 1, Method e) Rt=1.82 min; MS m/z: (M−H)− 412.

Workup

customThe solvent was removed under reduced pressure
customthe product was purified by crystallization in ethanol

Sources & evidence

ORD record: ord-ed574f436c2c49d6be8e8da470f6df95
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08008481B2

Reaction notes

Loading…