2-Chloro-5-cyclopropylpyrimidine → HCID 71208637, compound

HRID 1622302Notes

Reaction equation

HRID 1622302 reaction equation
[CH3:1][S:2]([N:5]1[CH2:10][CH:9]=[C:8]([C:11]2[CH:12]=[C:13]3[CH2:19][C@H:18]([CH:20]4[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]4)[O:17][C:14]3=[CH:15][N:16]=2)[CH2:7][CH2:6]1)(=[O:4])=[O:3].Cl[C:27]1[N:32]=[CH:31][C:30]([CH:33]2[CH2:35][CH2:34]2)=[CH:29][N:28]=1>>[CH:33]1([C:30]2[CH:29]=[N:28][C:27]([N:23]3[CH2:24][CH2:25][CH:20]([C@@H:18]4[O:17][C:14]5=[CH:15][N:16]=[C:11]([C:8]6[CH2:9][CH2:10][N:5]([S:2]([CH3:1])(=[O:3])=[O:4])[CH2:6][CH:7]=6)[CH:12]=[C:13]5[CH2:19]4)[CH2:21][CH2:22]3)=[N:32][CH:31]=2)[CH2:35][CH2:34]1

Participants

3

Reactant 2

HCID 468640872-Chloro-5-cyclopropylpyrimidineHCID 71208337(R)-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine

Product 1

HCID 71208637HCID 71208637, compound

Procedure

The title compound is prepared from (R)-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine (Intermediate 39, the configuration of the stereocenter is arbitrarily assigned) and 2-chloro-5-cyclopropyl-pyrimidine following a procedure analogous to that described for Example 79. LC (method 10): tR=1.61 min; Mass spectrum (ESI+): m/z=482 [M+H]+.

Sources & evidence

ORD record
ord-c5a1e6f7ba8b4f96a588c82c2c5bc22d
Source dataset
uspto-grants-2014_07
Patent number
US08778926B2

Reaction notes

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