3-Amino-5-tert-butylselenophene-2-carboxamide → HCID 86698308, compound

HRID 2408993Notes

Reaction equation

HRID 2408993 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][C:20]=2[O:21][CH3:22])[N:17]=[C:16]([CH3:23])[N:15]=[C:14]3Cl)[CH2:3][CH2:2]1.[NH2:25][C:26]1[CH:30]=[C:29]([C:31]([CH3:34])([CH3:33])[CH3:32])[Se:28][C:27]=1[C:35]([NH2:37])=[O:36].CN(C=O)C.[OH-].[Na+]>>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][C:20]=2[O:21][CH3:22])[N:17]=[C:16]([CH3:23])[N:15]=[C:14]3[NH:25][C:26]2[CH:30]=[C:29]([C:31]([CH3:34])([CH3:32])[CH3:33])[Se:28][C:27]=2[C:35]([NH2:37])=[O:36])[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 866468893-Amino-5-tert-butylselenophene-2-carboxamideHCID 86698281DMF NaOHHCID 86698307HCID 86698307, compound

Product 1

HCID 86698308HCID 86698308, compound

Procedure

The reaction of 6-(3-morpholinopropoxy)-4-chloro-7-methoxy-2-methylquinazoline with 3-amino-5-tert-butylselenophene-2-carboxamide in the presence of DMF/NaOH as described in Example 1 gave title compound as a brown color solid, mp 204-206° C. 1H NMR (400 MHz, CDCl3): δ 11.92 (1H, br s), 8.95 (1H, s), 7.34 (1H, s), 7.18 (1H, s), 5.37 (2H, br s), 4.29 (2H, t, J=6.0 Hz), 3.98 (3H, s), 3.73 (4H, t, J=4.4 Hz), 2.70 (3H, s), 2.61 (2H, t, J=7.2 Hz), 2.50 (4H, br s), 2.11-2.14 (2H, m), 1.47 (9H, s); LC-MS (positive ion mode): m/z 560, 562 (M+H)+.

Sources & evidence

ORD record
ord-1589b5bc970d43d093f0219b46b9d262
Source dataset
uspto-grants-2014_08
Patent number
US08815879B2

Reaction notes

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