Benzamide → HCID 57814036, compound

HRID 564377Notes

Reaction equation

HRID 564377 reaction equation
[N:1]1([C:7]([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:20][CH2:19][CH:18]([N:21]4[CH2:25][CH2:24][C@@H:23]([NH:26][C:27](=[O:42])[CH2:28][NH:29][C:30](=[O:41])[C:31]5[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:40])([F:39])[F:38])[CH:32]=5)[CH2:22]4)[CH2:17][CH2:16]3)=[CH:11][CH:10]=2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N)(=O)C1C=CC=CC=1>>[N:1]1([C:7]([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:20][CH2:19][CH:18]([N:21]4[CH2:25][CH2:24][C@H:23]([NH:26][C:27](=[O:42])[CH2:28][NH:29][C:30](=[O:41])[C:31]5[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:38])([F:39])[F:40])[CH:32]=5)[CH2:22]4)[CH2:17][CH2:16]3)=[CH:11][CH:10]=2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 2331BenzamideHCID 67005116HCID 67005116, compound

Product 1

HCID 57814036HCID 57814036, compound

Procedure

The title compound was synthesized in a similar fashion to N-{2-[((3R)-1-{1-[4-(morpholin-4-ylcarbonyl)phenyl]piperidin-4-yl}pyrrolidin-3-yl)amino]-2-oxoethyl}-3-(trifluoromethyl)benzamide, substituting (S)—N-(2-oxo-2-(pyrrolidin-3-ylamino)ethyl)-3-(trifluoromethyl)benzamide for (R)—N-(2-oxo-2-(pyrrolidin-3-ylamino)ethyl)-3-trifluoromethyl)benzamide. 1H-NMR (CD3OD) δ: 1.43-1.68 (m, 2H), 1.62-1.79 (m, 1H), 1.94-2.00 (m, 2H), 2.20-2.38 (m, 2H), 2.55-2.68 (m, 2H), 2.75-2.98 (m, 4H), 3.35-3.40 (m, 2H), 3.60-3.75 (m, 8H), 3.80-3.90 (m, 2H), 4.02 (s, 2H), 4.36-4.46 (m, 1H), 6.99 (d, J=8.4 Hz, 2H), 7.34 (d, J=8.4 Hz, 2H), 7.69 (t, J=7.8 Hz, 1H), 7.87 (t, J=7.5 Hz, 1H), 8.14 (d, J=7.8 Hz, 1H), 8.22 (s, 1H). MS m/z: 588 (M+1).

Sources & evidence

ORD record
ord-9ce05e96e7584266ac64ec8a02b48203
Source dataset
uspto-grants-2011_11
Patent number
US08067457B2

Reaction notes

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