Dimethylamine → HCID 57814080, compound

HRID 564372Notes

Reaction equation

HRID 564372 reaction equation
[CH3:1][N:2](C)[C:3](=[O:38])[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([N:16]3[CH2:20][CH2:19][C@@H:18]([NH:21][C:22](=[O:37])[CH2:23][NH:24][C:25](=[O:36])[C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=4)[CH2:17]3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1.CNC>>[CH3:1][NH:2][C:3]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:11][CH2:12][CH:13]([N:16]3[CH2:20][CH2:19][C@@H:18]([NH:21][C:22](=[O:37])[CH2:23][NH:24][C:25](=[O:36])[C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:33])[F:34])[CH:27]=4)[CH2:17]3)[CH2:14][CH2:15]2)=[CH:8][CH:9]=1)=[O:38]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 67004959HCID 67004959, compound

Product 1

HCID 57814080HCID 57814080, compound

Procedure

The title compound was synthesized in similar fashion to N,N-dimethyl-4-(4-{(3R)-3-[({[3-(trifluoromethyl)benzoyl]amino}acetyl)amino]pyrrolidin-1-yl}piperidin-1-yl)benzamide, substituting methylamine for dimethylamine, and was isolated as a white solid. 1H-NMR (CD3OD) δ: 1.42-1.62 (m, 2H), 1.64-1.78 (m, 1H), 1.93-2.08 (m, 2H), 2.20-2.38 (m, 2H), 2.55-2.65 (m, 2H), 2.80-2.95 (m, 7H), 3.28-3.32 (m, 2H), 3.35 (s, 1H), 3.81-3.92 (m, 2H), 4.02 (s, 2H), 4.35-4.44 (m, 1H), 6.96 (d, J=9.0 Hz, 2H), 7.68 (t, J=7.5 Hz, 1H), 7.69 (d, J=8.7 Hz, 2H), 7.86 (d, J=8.1 Hz, 1H), 8.14 (d, J=8.1 Hz, 1H), 8.21 (s, 1H). MS m/z: 532 (M+1).

Workup

  1. customwas isolated as a white solid

Sources & evidence

ORD record
ord-24933edc7e974bec85c1625b11520316
Source dataset
uspto-grants-2011_11
Patent number
US08067457B2

Reaction notes

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