Benzofuran-2-carboxylic acid → HCID 67515181, compound

HRID 1754352Notes

Reaction equation

[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([C:15]3[C:19](=[O:20])[C:18]([CH3:22])([CH3:21])[O:17][N:16]=3)[CH:11]=[CH:12][C:13]=2[CH3:14])=[N:6][CH:7]=1.[O:23]1[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[CH:25]=[C:24]1[C:32](O)=[O:33]>>[CH3:21][C:18]1([CH3:22])[O:17][N:16]=[C:15]([C:10]2[CH:11]=[CH:12][C:13]([CH3:14])=[C:8]([C:5]3[N:6]=[CH:7][C:2]([NH:1][C:32]([C:24]4[O:23][C:27]5[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=5[CH:25]=4)=[O:33])=[N:3][CH:4]=3)[CH:9]=2)[C:19]1=[O:20]

Participants

Reactant 2

HCID 10331Benzofuran-2-carboxylic acid

HCID 67515975HCID 67515975, compound

Product 1

HCID 67515181HCID 67515181, compound

Procedure

The title compound was prepared by following a procedure similar to that described in method B of Examples 97 to 118 by using Intermediate 1b and benzofuran-2-carboxylic acid. 1HNMR (400 MHz, CDCl3) δ 9.79 (s, 1H), 9.04 (s, 1H, D2O exchangeable), 8.50 (s, 1H), 8.21 (d, J=2.0 Hz, 1H), 8.09 (dd, J=8.0, 2.0 Hz, 1H), 7.74 (d, J=7.5 Hz, 1H), 7.70 (s, 1H), 7.59 (dd, J=8.5, 1.0 Hz, 1H), 7.51 (dt, J=7.5, 1.0 Hz, 1H), 7.43 (d, J=8.0 Hz, 1H), 7.36 (dt, J=8.0, 1.0 Hz, 1H), 2.48 (s, 3H), 1.47 (s, 6H); ESI-MS (m/z) 441 (MH)+.

Sources & evidence

ORD record: ord-7eee5468352f4081b75b324ff635041b
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09169242B2

Reaction notes

Loading…