2-Chloro-5-cyclopropylpyrimidine → 1''-(5-Cyclopropyl-pyrimidin-2-yl)-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1'-cyclobutane-3',4''-piperidine]

HRID 2406352Notes

Reaction equation

HRID 2406352 reaction equation
[CH3:1][S:2]([N:5]1[CH2:10][CH:9]=[C:8]([C:11]2[CH:12]=[C:13]3[CH2:27][C:18]4([CH2:26][C:20]5([CH2:25][CH2:24][NH:23][CH2:22][CH2:21]5)[CH2:19]4)[O:17][C:14]3=[CH:15][N:16]=2)[CH2:7][CH2:6]1)(=[O:4])=[O:3].Cl[C:29]1[N:34]=[CH:33][C:32]([CH:35]2[CH2:37][CH2:36]2)=[CH:31][N:30]=1>>[CH:35]1([C:32]2[CH:31]=[N:30][C:29]([N:23]3[CH2:22][CH2:21][C:20]4([CH2:19][C:18]5([O:17][C:14]6=[CH:15][N:16]=[C:11]([C:8]7[CH2:9][CH2:10][N:5]([S:2]([CH3:1])(=[O:4])=[O:3])[CH2:6][CH:7]=7)[CH:12]=[C:13]6[CH2:27]5)[CH2:26]4)[CH2:25][CH2:24]3)=[N:34][CH:33]=2)[CH2:37][CH2:36]1

Participants

3

Reactant 2

HCID 468640872-Chloro-5-cyclopropylpyrimidineHCID 867012045-(1-Methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1'-cyclobutane-3',4''-piperidine]

Product 1

HCID 867012111''-(5-Cyclopropyl-pyrimidin-2-yl)-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1'-cyclobutane-3',4''-piperidine]

Procedure

The title compound is prepared from 5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1′-cyclobutane-3′,4″-piperidine] (HCl salt) and 2-chloro-5-cyclopropyl-pyrimidine following a procedure analogous to that described for Example 15. LC (method 3): tR=0.85 min; Mass spectrum (ESI+): m/z=508 [M+H]+.

Sources & evidence

ORD record
ord-6fd64f1f4f824d56bb9422bdc851b7b0
Source dataset
uspto-grants-2014_08
Patent number
US08809361B2

Reaction notes

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