HCID 86760286, compound → HCID 86760287, compound

HRID 1245627Notes

Reaction equation

[CH:1]([C@@H:3]1[C@@H:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[CH:9]=2)[CH2:6][N:5]([CH2:15][C:16]2([C:22]([O:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[O:23])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:4]1)=O.Cl.[CH2:33]([C:35]1[C:43]([CH:44]2[CH2:49][CH2:48][NH:47][CH2:46][CH2:45]2)=[C:38]2[CH2:39][CH2:40][CH2:41][CH2:42][N:37]2[N:36]=1)[CH3:34]>>[CH2:33]([C:35]1[C:43]([CH:44]2[CH2:45][CH2:46][N:47]([CH2:1][C@@H:3]3[C@@H:7]([C:8]4[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[CH:9]=4)[CH2:6][N:5]([CH2:15][C:16]4([C:22]([O:24][CH2:25][C:26]5[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=5)=[O:23])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]4)[CH2:4]3)[CH2:48][CH2:49]2)=[C:38]2[CH2:39][CH2:40][CH2:41][CH2:42][N:37]2[N:36]=1)[CH3:34]

Participants

Reactant 2

HCID 86760286HCID 86760286, compound

HCID 131726000HCID 131726000, compound

Product 1

HCID 86760287HCID 86760287, compound

Procedure

The title compound was prepared from 1-{[(3R,4S)-3-formyl-4-(3-fluorophenyl)pyrrolidin-1-yl]methyl}cyclohexanecarboxylic acid, benzyl ester (from Step C) and 4-(2-ethyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-3-yl)-piperidine, hydrochloride salt (Prepared as Piperidine 9 above) using a procedure analogous to that described in Example 1, Step D. 1H NMR (500 MHz, CDCl3) δ 1.22 (t, 3H, J=7.6 Hz), 1.23–1.50 (m, 6H), 1.50–1.70 (br m, 5H), 1.70–2.00 (m, 8H), 2.17 (br d, 2H, J=12.3 Hz), 2.20–2.40 (m, 5H), 2.57 (q, 2H, J=7.3), 2.61–2.96 (m, 9H), 4.07 (t, 2H, J=6.0 Hz), 5.16 (m, 2H), 6.85 (dt, 1H, J=1.8, 8.5 Hz), 7.02–7.10 (m, 2H), 7.20 (q, 1H, J=6.5 Hz), 7.25–7.40 (m, 5H).

Sources & evidence

ORD record: ord-968b2bf4b42547f7810e5cce279b6577
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07125887B2

Reaction notes

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