4-Piperidinol, 1-methyl- → HCID 25211809, compound

HRID 1409835Notes

Reaction equation

HRID 1409835 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[O:7][N:6]=[C:5]([C:8]2[S:12][C:11]([C:13]([OH:15])=[O:14])=[CH:10][CH:9]=2)[C:4]=1[CH3:16].[CH3:19][N:20]1[CH2:25][CH2:24][CH:23](O)[CH2:22][CH2:21]1>>[CH3:19][N:20]1[CH2:25][CH2:24][CH:23]([O:14][C:13]([C:11]2[S:12][C:8]([C:5]3[C:4]([CH3:16])=[C:3]([C:2]([F:17])([F:1])[F:18])[O:7][N:6]=3)=[CH:9][CH:10]=2)=[O:15])[CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 660484-Piperidinol, 1-methyl-HCID 252109975-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid

Product 1

HCID 25211809HCID 25211809, compound

Procedure

Prepared from 5-(5-Trifluoromethyl-4-methyl-isoxazol-3-yl)-thiophene-2-carboxylic acid and 1-methyl-piperidin-4-ol by the method described in Example 41. Colorless solid (51 mg, 75%). 1H NMR (CD3OD) 1.85-1.98 (m, 2H), 2.03-2.15 (m, 2H), 2.38 (s, 3H), 2.43 (br q, J=1.3, 3H), 2.40-2.56 (m, 2H), 2.73-2.86 (m, 2H), 5.02-5.14 (m, 1H), 7.69 (d, J=4.0, 1H), 7.90 (d, J=4.0, 1H). 13C NMR 7.9, 31.4, 46.2, 53.5 (br), 71.9 (br), 116.8 (br), 120.3 (q, J=270), 130.7, 135.1, 136.0, 137.5, 159.4, 162.3. 19F NMR −64.8. LC/MS 4.75 min, [M+1]+ 375.

Workup

  1. customLC/MS 4.75 min, [M+1]+ 375

Sources & evidence

ORD record
ord-1271a09d3e694ad2a099ad7f4c215bf3
Source dataset
uspto-grants-2014_12
Patent number
US08921399B2

Reaction notes

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