HCID 68782483, compound → HCID 178434594, compound

HRID 2098045Notes

Reaction equation

HRID 2098045 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-51fb3ceec8774bf99c2b09f6ee44a1cf
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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