Triethylamine → HCID 59736848, compound

HRID 252864Notes

Reaction equation

HRID 252864 reaction equation
C([O:4][CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][C:14]([C:16](=[O:30])[NH:17][C:18]3[CH:23]=[C:22]([C:24]4[S:25][CH:26]=[CH:27][CH:28]=4)[CH:21]=[CH:20][C:19]=3[NH2:29])=[CH:15][C:10]=2[N:9]=[C:8]1[CH3:31])(=O)C.C(N(CC)CC)C>CO>[NH2:29][C:19]1[CH:20]=[CH:21][C:22]([C:24]2[S:25][CH:26]=[CH:27][CH:28]=2)=[CH:23][C:18]=1[NH:17][C:16]([C:14]1[CH:13]=[CH:12][C:11]2[N:7]([CH2:6][CH2:5][OH:4])[C:8]([CH3:31])=[N:9][C:10]=2[CH:15]=1)=[O:30]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 59736909HCID 59736909, compound

Product 1

HCID 59736848HCID 59736848, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of acetate 308 (18 mg; 41 μmol) and triethylamine (0.5 mL) in dry methanol (2.0 mL) was stirred at room temperature for 16 h and then concentrated in vacuo to give the title compound 309 in quantitative yield. 1H NMR: (400.2 MHz, DMSO) δ (ppm): 9.70 (s, 1H), 8.22 (s, 1H), 7.84 (dd; J=1.4, 8.2 Hz; 1H); 7.57 (d, J=8.4 Hz, 1H), 7.49 (d; J=2.2 Hz; 1H); 7.34 (dd; J=1.4, 5.1 Hz; 1H); 7.28 (dd; J=2.2, 8.2 Hz; 1H); 7.23 (dd; J=1.1, 3.5 Hz; 1H); 7.04 (dd; J=3.5, 5.1 Hz; 1H); 6.80 (d; J=8.4 Hz; 1H); 5.14 (bs, 2H); 5.00 (bs, 1H); 4.28 (t; J=5.4 Hz; 2H); 3.72 (t; J=5.4 Hz; 2H); 2.59 (s, 3H). MS: calc: 392.5; found: 393.2 (M+H).

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8c1e7cc91efc4305b4c903afea7d89fd
Source dataset
uspto-grants-2011_01
Patent number
US07868205B2

Reaction notes

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