HCID 68787441, compound → HCID 178510537, compound

HRID 2098067Notes

Reaction equation

HRID 2098067 reaction equation
[NH2:1][C:2]1[S:6][CH:5]=[C:4]([C:7]#[N:8])[C:3]=1[C:9]1[NH:13][CH:12]=[N:11][N:10]=1.Cl.[O:15]=[C:16]1[CH2:25][CH2:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][N:22]=2)[N:17]1[CH2:26][C:27](O)=[O:28]>>[C:7]([C:4]1[C:3]([C:9]2[N:13]=[CH:12][NH:11][N:10]=2)=[C:2]([NH:1][C:27](=[O:28])[CH2:26][N:17]2[C:18]3[C:23](=[N:22][CH:21]=[CH:20][CH:19]=3)[CH2:24][CH2:25][C:16]2=[O:15])[S:6][CH:5]=1)#[N:8]

Participants

3

Reactant 2

HCID 68787441HCID 68787441, compoundHCID 178510536HCID 178510536, compound

Product 1

HCID 178510537HCID 178510537, compound

Procedure

The title compound was synthesized according to protocol A from 5-amino-4-(4H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile (69 mg, 0.364 mmol) and 2-(2-oxo-3,4-dihydro-1,5-naphthyridin-1(2H)-yl)acetic acid hydrochloride (89 mg, 0.367 mmol). HPLC purification afforded desired product as a white solid. LCMS method [11], retention time=6.22 min; MS (ESI) 380.1 (MH+); 1H NMR (300 MHz, CD3OD) δ 8.52 (s, 1H), 8.28 (d, J=5.2 Hz, 1H), 7.88 (s, 1H), 7.82 (d, J=8.4 Hz, 1H), 7.55 (dd, J=8.4, 5.3 Hz, 1H), 5.01 (s, 2H), 3.37 (t, J=7.6 Hz, 2H), 2.99 (t, J=7.6 Hz, 2H).

Workup

  1. customThe title compound was synthesized
  2. customHPLC purification

Sources & evidence

ORD record
ord-6b3c2647cff340eaab842c25e723929a
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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