Trifluoroacetic acid water → HCID 54288547, compound

HRID 1418694Notes

Reaction equation

[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]1[C:13]3[N:18]([CH2:19][C:7]1=[CH:6]2)[C:17](=[O:20])[C:16]([CH3:21])=[C:15]([CH:22]([O:25][C:26](=[O:36])[CH2:27][NH:28]C(OC(C)(C)C)=O)[CH2:23][CH3:24])[CH:14]=3)#[N:2].C(C(O)=O)(F)(F)F.O>>[NH2:28][CH2:27][C:26]([O:25][CH:22]([C:15]1[CH:14]=[C:13]2[N:18]([CH2:19][C:7]3[C:8]2=[N:9][C:10]2[C:5]([CH:6]=3)=[CH:4][C:3]([C:1]#[N:2])=[CH:12][CH:11]=2)[C:17](=[O:20])[C:16]=1[CH3:21])[CH2:23][CH3:24])=[O:36]

Participants

Reactant 2

HCID 22392675Trifluoroacetic acid water

HCID 67874686HCID 67874686, compound

Product 1

HCID 54288547HCID 54288547, compound

Procedure

The title compound was prepared according to the procedure in Example 3B except using (±)-2-cyano-8-methyl-7-[1-[[[[(1,1-dimethylethoxy)carbonyl]amino]acetyl]oxy]propyl]indolizino[1,2-b]quinolin-9(11H)-one. 1H NMR (DMSO-d6) d 8.81 (d, J=1.5 Hz, 1H), 8.77 (s, 1H), 8.27 (d, J=8.9 Hz, 1H), 8.13 (dd, J=8.9, 1.8 Hz, 1H), 7.24 (s, 1H), 5.91 (apparent br t, J=6.7 Hz, 1H), 5.29 (s, 2H), 3.98 (br s, 2H), 2.26 (s, 3H), 2.05-1.81 (m, 2H), 0.96 (t, J=7.4 Hz, 3H). Anal. Calcd for C22H20N4O3.3/2 CF3CO2H.H2O: C, 52.00; H, 4.10; N, 9.70. Found: C, 52.04; H, 4.32; N, 9.73.

Sources & evidence

ORD record: ord-68ca338743c6470394ab3bdd18d8dce5
Source dataset: uspto-grants-1999_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05883255

Reaction notes

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