4-Piperidinol, 4-(3-(trifluoromethyl)phenyl)-, hydrochloride → HCID 178433078, compound

HRID 1371217Notes

Reaction equation

HRID 1371217 reaction equation
Cl.[F:2][C:3]([F:18])([F:17])[C:4]1[CH:5]=[C:6]([C:10]2([OH:16])[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1.[CH3:19][C:20]1[NH:25][C:24]2=[CH:26][C:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[N:28][C:23]2=[C:22]([Cl:35])[N:21]=1>>[OH2:16].[ClH:35].[CH3:19][C:20]1[NH:25][C:24]2[C:23]([N:28]=[C:27]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:26]=2)=[C:22]([N:13]2[CH2:14][CH2:15][C:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([C:3]([F:2])([F:17])[F:18])[CH:5]=3)([OH:16])[CH2:11][CH2:12]2)[N:21]=1

Participants

3

Reactant 2

HCID 1977464-Piperidinol, 4-(3-(trifluoromethyl)phenyl)-, hydrochlorideHCID 178432852HCID 178432852, compound

Product 1

HCID 178433078HCID 178433078, compound

Procedure

The title compound was prepared according to the procedure described in Example 173, using 4-[3-(trifluromethyl)phenyl]-4-piperidinol hydrochloride (Acros Organics) (0.6 g, 2.1 mmol) and 2-methyl-4-chloro-6-phenylpyrrolo[3,2-d]pyrimidine (Example 1e) (0.42 g, 1.73 mmol), as a white solid (0.5 g, 59%). 1H NMR (DMSO-d6; 400 MHz): d 1.83 (d, 2, J=13), 2.18 (t, 2, J=11), 2.59 (s, 3), 3.73 (br s, 2), 4.81 (br s, 2), 5.70 (s, 1), 6.93 (s, 1), 7.49-7.62 (m, 5), 7.83 (d, 1, J=7.6), 7.89 (s, 1), 7.97 (d, 2, J=7.6). MS m/z: 453 (M+1). Anal. Calcd for C25H23F3N4O.1.17HCl.0.17H2O: C, 60.25; H, 4.96; N, 11.25; Cl, 8.33. Found: C, 60.25; H, 5.16; N, 10.88; Cl, 8.18.

Sources & evidence

ORD record
ord-ce7290efd4db41b0931f1c036e0d1116
Source dataset
uspto-grants-2003_06
Patent number
US06583154B1

Reaction notes

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