Nipecotic Acid → HCID 10118637, compound

HRID 1005830Notes

Reaction equation

HRID 1005830 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([S:11][C:12]3[CH:17]=[CH:16][C:15]([C:18]4[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=4)=[CH:14][C:13]=3[C:24]([F:27])([F:26])[F:25])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.OC1CCNC1.[NH:34]1[CH2:42][CH2:41][CH2:40][CH:36]([C:37]([OH:39])=[O:38])[CH2:35]1>>[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([S:11][C:12]3[CH:17]=[CH:16][C:15]([C:18]4[CH:19]=[CH:20][N:21]=[C:22]([N:34]5[CH2:42][CH2:41][CH2:40][CH:36]([C:37]([OH:39])=[O:38])[CH2:35]5)[CH:23]=4)=[CH:14][C:13]=3[C:24]([F:25])([F:26])[F:27])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 4498Nipecotic AcidHCID 982104-HydroxypyrrolidineHCID 865858674-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-pyridine

Product 1

HCID 10118637HCID 10118637, compound

Procedure

The title compound was prepared according to the procedures of Example 38E, substituting compound 76 with compound 118 (0.033 g, 0.0779 mmol) and 3-hydroxypyrrolidine with nipecotic acid. A yellow solid 128 was obtained (0.034 g, 66%). 1H-NMR (CDCl3, 400 MHz) δ 1.64-1.74 (m, 1H), 1.92-1.99 (m, 1H), 2.06-2.13 (m, 2H), 2.88-2.95 (m, 1H), 3.50-3.57 (m, 1H), 3.68-3.74 (m, 2H), 3.90-3.96 (m, 1H), 4.28-4.36 (m, 4H), 6.94-6.98 (m, 2H), 7.03-7.07 (m, 2H), 7.09 (d, J=1.9 Hz, 1H), 7.12 (d, J=8.8 Hz, 1H), 7.52 (d, J=8.5 Hz, 1H), 7.82 (s, 1H), 8.32 (d, J=6.2 Hz, 1H); MS (APCI) m/z 517 (M+H)+.

Sources & evidence

ORD record
ord-c5353632ca53480bb37871d9b6c34e48
Source dataset
uspto-grants-2004_09
Patent number
US06787542B2

Reaction notes

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