Tetrahydrofuran → HCID 86725534, compound

HRID 878567Notes

Reaction equation

HRID 878567 reaction equation
[CH2:1]([O:8][C:9]1[N:13]([C:14]2[CH:15]=[C:16]([CH:20]=[CH:21][N:22]=2)[C:17]([OH:19])=[O:18])[N:12]=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:23]1COCC1>>[CH2:1]([O:8][C:9]1[N:13]([C:14]2[CH:15]=[C:16]([C:17]([O:19][CH3:23])=[O:18])[CH:20]=[CH:21][N:22]=2)[N:12]=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 86725535HCID 86725535, compound

Product 1

HCID 86725534HCID 86725534, compound

Procedure

A solution of compound 2-(5-(benzyloxy)-1H-pyrazol-1-yl)isonicotinic acid (32 mg, 011 mmol, 1.0 eq.) in THF was added CH2N2 (˜10 eq.), the mixture was stirred for 30 min; the solvent was removed to obtain the desired product (25 mg). 1H NMR (400 MHz, CDCl3): δ 3.88 (3H, s), 5.18 (2H, s), 5.69 (1H, s), 7.28-7.39 (5H, m), 7.51 (1H, s), 7.69 (1H, d, J=4.4 Hz), 8.28 (1H, s), 8.65 (1H, s). [M+H] Calc'd for C17H15N3O3, 310; Found, 310.

Workup

  1. customthe solvent was removed

Sources & evidence

ORD record
ord-d45b570b51ad403a9e2a8bf5c2e364bc
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

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