HCID 58821223, compound → HCID 58821228, compound

HRID 458690Notes

Reaction equation

HRID 458690 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:19]=[C:18]2[N:9]([CH2:10][C:11](=[O:20])[N:12]3[N:17]2[CH2:16][CH2:15][CH2:14][CH2:13]3)[C:8](=[O:21])[C:7]=1[O:22]CC1C=CC=CC=1)=[O:5])[CH3:2]>FC(F)(F)C(O)=O>[CH2:1]([O:3][C:4]([C:6]1[N:19]=[C:18]2[N:9]([CH2:10][C:11](=[O:20])[N:12]3[N:17]2[CH2:16][CH2:15][CH2:14][CH2:13]3)[C:8](=[O:21])[C:7]=1[OH:22])=[O:5])[CH3:2]

Participants

3

Reactant 1

HCID 58821223HCID 58821223, compound

Product 1

HCID 58821228HCID 58821228, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of intermediate 24, 2-benzyloxy-1,9-dioxo-5,6,7,8,9,10-hexahydro-1H-4,4b,8a, 10a-tetraaza-phenanthrene-3-carboxylic acid ethyl ester (0.396 g, 1.0 mmol) in trifluoroacetic acid (5 mL) was stirred for 18 hours. The reaction was dried in vacuo to give the title compound as an oil which partially crystallized upon standing. 1H NMR (500 MHz, CDCl3) δ ppm: 10.35 (1H, br s), 4.63 (2H, s), 4.45 (2H, q, J=7.0 Hz), 3.83–3.88 (2H, m,), 3.72–3,76 (2H, m), 1.90–1.97 (2H, m), 1.76–1.83 (2H, m), 1.43 (3H, t, J=6.7 Hz). HRMS (ESI) calcd for C13H17N4O5 (M+H) 309.1199. found 309.1207.

Workup

  1. customThe reaction was dried in vacuo

Sources & evidence

ORD record
ord-6f7bf3777a964fab8e43edb1fabe6aba
Source dataset
uspto-grants-2007_03
Patent number
US07192948B2

Reaction notes

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