HCID 67168853, compound → Methyl 2-((3S,4S)-4-(aminomethyl)-1-methylpyrrolidin-3-yl)-6-(trifluoromethoxy)benzoate

HRID 716005Notes

Reaction equation

HRID 716005 reaction equation
[C:1]([C@H:3]1[CH2:7][N:6]([CH3:8])[CH2:5][C@@H:4]1[C:9]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]([F:23])([F:22])[F:21])[C:10]=1[C:11]([O:13][CH3:14])=[O:12])#[N:2].C(N1C[C@@H](C#N)[C@H](C2C=CC(Cl)=CC=2C(OC)=O)C1)C1C=CC=CC=1>>[NH2:2][CH2:1][C@H:3]1[CH2:7][N:6]([CH3:8])[CH2:5][C@@H:4]1[C:9]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]([F:23])([F:21])[F:22])[C:10]=1[C:11]([O:13][CH3:14])=[O:12]

Participants

3

Reactant 2

HCID 67168853HCID 67168853, compoundHCID 131731904HCID 131731904, compound

Product 1

HCID 67168219Methyl 2-((3S,4S)-4-(aminomethyl)-1-methylpyrrolidin-3-yl)-6-(trifluoromethoxy)benzoate

Procedure

The title compound was prepared according to the procedure outlined in Example 45C substituting the product obtained from Example 110A for the product obtained from Example 45B. In this instance, the aminoester did not cyclize. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.42 (s, 1H) 2.10-2.21 (m, 1H) 2.32-2.48 (m, 4H) 2.55-2.63 (m, 1H) 2.73 (t, J=8.48 Hz, 1H) 2.79-2.87 (m, 3H) 3.87 (s, 3H) 7.28-7.36 (m, 1H) 7.55-7.64 (m, 3H); MS (DCI+) m/z 333.2 [M+H]+.

Sources & evidence

ORD record
ord-ba575a08e4ed4628981098fe63ebc031
Source dataset
uspto-grants-2015_11
Patent number
US09187483B2

Reaction notes

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