3-Amino-5-tert-butylselenophene-2-carboxamide → HCID 86698296, compound

HRID 2408982Notes

Reaction equation

Cl[C:2]1[C:3]2[Se:10][C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[NH2:15][C:16]1[CH:20]=[C:19]([C:21]([CH3:24])([CH3:23])[CH3:22])[Se:18][C:17]=1[C:25]([NH2:27])=[O:26].CN(C=O)C.[OH-].[Na+]>>[C:11]([C:9]1[Se:10][C:3]2[C:2]([NH:15][C:16]3[CH:20]=[C:19]([C:21]([CH3:24])([CH3:22])[CH3:23])[Se:18][C:17]=3[C:25]([NH2:27])=[O:26])=[N:7][CH:6]=[N:5][C:4]=2[CH:8]=1)([CH3:14])([CH3:13])[CH3:12]

Participants

Reactant 3

HCID 866468893-Amino-5-tert-butylselenophene-2-carboxamide

HCID 86698281DMF NaOH

HCID 86698297HCID 86698297, compound

Product 1

HCID 86698296HCID 86698296, compound

Procedure

The reaction of 4-chloro-6-(tert-butyl)selenopheno[3,2-d]pyrimidine with 3-amino-5-tert-butylselenophene-2-carboxamide in the presence of DMF/NaOH as described in Example 1 gave title compound as a white color solid, mp 260-262° C. IR (KBr) vmax 3439, 3173, 2960, 1666, 1605, 1564, 1503, 1458, 1381, 1330, 1244, 1086, 1038, 848, 773 cm−1; 1H NMR (400 MHz, CDCl3): δ 11.32 (1H, s, exchangeable with D2O), 8.75 (1H, s), 8.73 (1H, s), 7.37 (1H, s), 5.34 (2H, br s, exchangeable with D2O), 1.47 (9H, s), 1.46 (9H, s); 13C NMR (100 MHz, CDCl3): δ 171.9, 168.8, 168.5, 164.4, 154.8, 147.8, 122.7, 121.6, 118.4, 108.9, 37.3, 37.1, 32.5, 32.4; LC-MS (positive ion mode): m/z 481, 483, 485 (M+H)+.

Sources & evidence

ORD record: ord-95ba11b826d147e78db0b0988865e3a7
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08815879B2

Reaction notes

Loading…