3,3,3-Trifluoropropylamine → HCID 25160578, compound

HRID 2198266Notes

Reaction equation

HRID 2198266 reaction equation
[CH2:1]1[CH:8]2[C:4]3([C:10]([NH:12][C:13]4[S:21][C:16]5[CH2:17][O:18][CH2:19][CH2:20][C:15]=5[C:14]=4[C:22](O)=[O:23])=[O:11])[CH2:5][CH:6]([CH2:9][CH:2]1[CH2:3]3)[CH2:7]2.[F:25][C:26]([F:31])([F:30])[CH2:27][CH2:28][NH2:29]>>[CH2:7]1[CH:8]2[C:4]3([C:10]([NH:12][C:13]4[S:21][C:16]5[CH2:17][O:18][CH2:19][CH2:20][C:15]=5[C:14]=4[C:22]([NH:29][CH2:28][CH2:27][C:26]([F:31])([F:30])[F:25])=[O:23])=[O:11])[CH2:3][CH:2]([CH2:9][CH:6]1[CH2:5]3)[CH2:1]2

Participants

3

Reactant 2

HCID 100013,3,3-TrifluoropropylamineHCID 68725248HCID 68725248, compound

Product 1

HCID 25160578HCID 25160578, compound

Procedure

The title compound was prepared from 2-[(hexahydro-2,5-methano-pentalene-3a-carbonyl)-amino]-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid. (Example 10A) and 3,3,3-trifluoropropylamine according to the procedure described for Example 166C. 1H NMR (DMSO-d6, 300 MHz) δ 1.62-1.67 (m, 4H), 1.76-1.88 (m, 4H), 1.98-2.02 (m, 2H), 2.33 (br s, 2H), 2.51-2.63 (m, 3H), 2.81 (t, J=5.3 Hz, 2H), 3.52 (q, J=6.8 Hz, 2H), 3.85 (t, J=5.4 Hz, 2H), 4.65 (br s, 2H), 7.50 (t, J=5.6 Hz, 1H), 11.83 (br s, 1H). MS (ESI+) m/z 443.1 (M+H)+. Anal. calcd. for C21H25F3N2O3S: C, 57.00; H, 5.69; N, 6.33. Found: C, 57.24; H, 5.56; N, 6.27.

Sources & evidence

ORD record
ord-a47808f8f8fc4f039c864cf0f30db648
Source dataset
uspto-grants-2012_12
Patent number
US08338623B2

Reaction notes

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