HCID 68782483, compound → HCID 178434594, compound

HRID 1519832Notes

Reaction equation

HRID 1519832 reaction equation
[Cl:1][C:2]1[C:3]([C:8]2[NH:12][N:11]=[C:10]([CH3:13])[N:9]=2)=[C:4]([NH2:7])[S:5][CH:6]=1.[O:14]=[C:15]1[CH2:24][CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][N:21]=2)[N:16]1[CH2:25][C:26](O)=[O:27]>>[Cl:1][C:2]1[C:3]([C:8]2[NH:12][N:11]=[C:10]([CH3:13])[N:9]=2)=[C:4]([NH:7][C:26](=[O:27])[CH2:25][N:16]2[C:17]3[C:22](=[N:21][CH:20]=[CH:19][CH:18]=3)[CH2:23][CH2:24][C:15]2=[O:14])[S:5][CH:6]=1

Participants

3

Reactant 2

HCID 68782483HCID 68782483, compoundHCID 178434595HCID 178434595, compound

Product 1

HCID 178434594HCID 178434594, compound

Procedure

The title compound was prepared from 4-chloro-3-(3-methyl-1H-1,2,4-triazol-5-yl)thiophen-2-amine (69 mg, 321 umol) and 2-(2-oxo-3,4-dihydro-1,5-naphthyridin-1(2H)-yl)acetic acid (82 mg, 397 umol) using protocol A. The residue was purified by HPLC. Method [8] Retention time 3.40 min by HPLC (M+=403 and 405) and (M+Na=425 and 427). 1H NMR (300 MHz, CDCl3) δ 8.39 (d, J=5.4 Hz, 1H), 7.67 (d, J=8.4 Hz, 1H), 7.49 (dd, J=8.4 and 5.4 Hz, 1H), 6.86 (s, 1H), 5.46 (broad s, 2H), 4.95 (s, 2H), 3.49 (m, 2H), 3.01 (m, 2H), 2.50 (s, 3H).

Workup

  1. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-1fa3889641de408c95bef47ac9fb989e
Source dataset
uspto-grants-2015_07
Patent number
US09073891B2

Reaction notes

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