(3S)-pyrrolidin-3-ol → HCID 66710908, compound

HRID 1262061Notes

Reaction equation

HRID 1262061 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:12]2[CH2:17][CH2:16][CH:15]([N:18]([CH3:20])[CH3:19])[CH2:14][CH2:13]2)[CH:6]=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10].N1CC[C@H:23]([OH:26])[CH2:22]1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:12]2[CH2:17][CH2:16][CH:15]([N:18]3[CH2:19][CH2:22][C@H:23]([OH:26])[CH2:20]3)[CH2:14][CH2:13]2)[CH:6]=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10]

Participants

3

Reactant 2

HCID 2733874(3S)-pyrrolidin-3-olHCID 574161521-(3-methoxy-4-nitrophenyl)-N,N-dimethylpiperidin-4-amine

Product 1

HCID 66710908HCID 66710908, compound

Procedure

(S)-1-[1-(3-Methoxy-4-nitro-phenyl)-piperidin-4-yl]-pyrrolidin-3-ol was prepared in an analogous fashion to [1-(3-Methoxy-4-nitro-phenyl)-piperidine-4-yl]dimethyl-amine of Example 475a replacing Dimethylamine with (S)-Pyrrolidin-3-ol. The crude material was purified via trituration with Et2O to yield a yellow solid, MP 137-139° C. (197 mg, 51%). LC/MS (E/I+) 322.14 (M+H).

Workup

  1. customThe crude material was purified via trituration with Et2O
  2. customto yield a yellow solid, MP 137-139° C. (197 mg, 51%)

Sources & evidence

ORD record
ord-15493d5b009d4987a31f55eaa891f479
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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