4-(3-Oxo-propyl)tetrahydro-pyran-4-carboxylic acid methyl ester → 4-{3-[2-Methyl-6-((2S,3'R)-2-methyl-[1,3']bipyrrolidinyl-1'-yl)-pyridin-3-ylamino]-propyl}-tetrahydro-pyran-4-carboxylic acid methyl ester

HRID 2401119Notes

Reaction equation

HRID 2401119 reaction equation
[CH3:1][O:2][C:3]([C:5]1([CH2:11][CH2:12][CH:13]=O)[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)=[O:4].[CH3:15][C:16]1[C:21]([NH2:22])=[CH:20][CH:19]=[C:18]([N:23]2[CH2:27][CH2:26][C@@H:25]([N:28]3[CH2:32][CH2:31][CH2:30][C@@H:29]3[CH3:33])[CH2:24]2)[N:17]=1>>[CH3:1][O:2][C:3]([C:5]1([CH2:11][CH2:12][CH2:13][NH:22][C:21]2[C:16]([CH3:15])=[N:17][C:18]([N:23]3[CH2:27][CH2:26][C@@H:25]([N:28]4[CH2:32][CH2:31][CH2:30][C@@H:29]4[CH3:33])[CH2:24]3)=[CH:19][CH:20]=2)[CH2:6][CH2:7][O:8][CH2:9][CH2:10]1)=[O:4]

Participants

3

Reactant 2

HCID 584680574-(3-Oxo-propyl)tetrahydro-pyran-4-carboxylic acid methyl esterHCID 674804612-methyl-6-[(3R)-3-[(2S)-2-methylpyrrolidin-1-yl]pyrrolidin-1-yl]pyridin-3-amine

Product 1

HCID 712804014-{3-[2-Methyl-6-((2S,3'R)-2-methyl-[1,3']bipyrrolidinyl-1'-yl)-pyridin-3-ylamino]-propyl}-tetrahydro-pyran-4-carboxylic acid methyl ester

Procedure

The title compound was synthesized in essentially the same manner using the procedures as set forth in Step 1 of Example 1, by condensing 4-(3-oxo-propyl)-tetrahydro-pyran-4-carboxylic acid methyl ester (44 mg, 0.22 mmol) and 2-methyl-6-((2S,3′R)-2-methyl-[1,3′]bipyrrolidinyl-1′-yl)-pyridin-3-ylamine to obtain 84 mg of a crude solid, which was used without purification.

Sources & evidence

ORD record
ord-c93cee10b2b04ba98cd14b944be5c3d5
Source dataset
uspto-grants-2014_08
Patent number
US08796278B2

Reaction notes

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