Ammonia → HCID 67543815, compound

HRID 2355825Notes

Reaction equation

HRID 2355825 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:12]=[C:13]([CH:17]3[CH2:21][CH2:20][CH2:19][N:18]3[CH2:22][C:23]([C:25]3[CH:30]=[C:29]([O:31][CH3:32])[C:28]([O:33][CH3:34])=[C:27]([O:35][CH3:36])[CH:26]=3)=O)[CH:14]=[CH:15][CH:16]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.N>CO.C(Cl)Cl>[CH3:32][O:31][C:29]1[CH:30]=[C:25]([C@H:23]2[C:14]3[C:13](=[CH:12][C:11]([O:10][CH2:9][CH2:8][CH2:7][N:1]4[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]4)=[CH:16][CH:15]=3)[C@@H:17]3[CH2:21][CH2:20][CH2:19][N:18]3[CH2:22]2)[CH:26]=[C:27]([O:35][CH3:36])[C:28]=1[O:33][CH3:34]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 67543407HCID 67543407, compound

Product 1

HCID 67543815HCID 67543815, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

2-{2-[3-(3-Piperidin-1-yl-propoxy)-phenyl-pyrrolidin-1-yl}-1-(3,4,5-trimethoxy-phenyl)-ethanone. Prepared as described in Example 8, Step 1, on a 3.47 mmol scale, to give 1.47 g (85%) of the desired product as a pale yellow oil after chromatography (NH3 in MeOH/CH2Cl2). MS: exact mass calcd for C29H40N2O5, 496.3; m/z found, 497.4 [M+H]+. 1H NMR (MeOH-d4): 7.10 (m, 3H), 6.86 (m, 2H), 6.68 (m, 1H), 3.85 (m, 3H), 3.72 (s, 6H), 3.71 (s, 3H), 3.35 (m, 2H), 3.22 (m, 1H), 2.36 (m, 6H), 2.07 (m, 1H), 1.86 (m, 3H), 1.72 (m, 1H), 1.65 (m, 1H), 1.50 (m, 4H), 1.37 (br s, 2H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-c44b02c93bd14b878c1dba49ef06b216
Source dataset
uspto-grants-2010_07
Patent number
US07754882B2

Reaction notes

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