Trifluoroacetamide → HCID 86691417, compound

HRID 540239Notes

Reaction equation

HRID 540239 reaction equation
[O:1]=[S:2]1(=[O:30])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][N:5]([C:13]2[CH:22]=[C:21]([NH:23][CH2:24][CH2:25][S:26]([CH3:28])=[O:27])[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([CH3:29])[CH:19]=3)[N:14]=2)[CH2:4][CH2:3]1.FC(F)(F)C([NH2:35])=O>>[O:30]=[S:2]1(=[O:1])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][N:5]([C:13]2[CH:22]=[C:21]([NH:23][CH2:24][CH2:25][S:26]([CH3:28])(=[NH:35])=[O:27])[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([CH3:29])[CH:19]=3)[N:14]=2)[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 67717TrifluoroacetamideHCID 71262348HCID 71262348, compound

Product 1

HCID 86691417HCID 86691417, compound

Procedure

The title compound was prepared in analogy to Example 76 in Scheme 33 by using 2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methyl-N-[2-(methylsulfinyl)ethyl]quinolin-4-amine (prepared in analogy to Example 74) and trifluoroacetamide. MS obsd. (ESI+) [(M+H)+] 459, 1H NMR (400 MHz, CD3OD) δ ppm 8.04 (d, J=7.33 Hz, 1 H), 7.96 (d, J=7.33 Hz, 1 H), 7.73-7.66 (m, 2 H), 7.60-7.55 (m, 1 H), 7.52 (s, 1 H), 7.46-7.40 (m, 1 H), 6.17 (s, 1 H), 5.26 (brs, 2 H), 4.50 (brs, 2 H), 3.98 (t, J=6.69 Hz, 2 H), 3.68 (brs, 2 H), 3.59 (t, J=6.82 Hz, 2 H), 3.14 (s, 3 H), 2.45 (s, 3 H).

Sources & evidence

ORD record
ord-45bfe2031dde481c9fa10a85ae413f47
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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