Isopropyl chloroformate → 4-[5-(1-Methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-furo[2,3-c]pyridin-2-yl]-piperidine-1-carboxylic acid isopropyl ester

HRID 1471793Notes

Reaction equation

[CH3:1][S:2]([N:5]1[CH2:10][CH:9]=[C:8]([C:11]2[CH:12]=[C:13]3[CH:19]=[C: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]([O:29][CH:30]([CH3:32])[CH3:31])=[O:28]>>[CH:30]([O:29][C:27]([N:23]1[CH2:24][CH2:25][CH:20]([C:18]2[O:17][C:14]3=[CH:15][N:16]=[C:11]([C:8]4[CH2:9][CH2:10][N:5]([S:2]([CH3:1])(=[O:3])=[O:4])[CH2:6][CH:7]=4)[CH:12]=[C:13]3[CH:19]=2)[CH2:21][CH2:22]1)=[O:28])([CH3:32])[CH3:31]

Participants

Reactant 2

HCID 7917Isopropyl chloroformate

HCID 866945805-(1-Methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-piperidin-4-yl-furo[2,3-c]pyridine

Product 1

HCID 866945794-[5-(1-Methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-furo[2,3-c]pyridin-2-yl]-piperidine-1-carboxylic acid isopropyl ester

Procedure

The title compound is prepared from 5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-piperidin-4-yl-furo[2,3-c]pyridine and isopropyl chloroformate following a procedure analogous to that described for Example 19. LC (method 6): tR=1.45 min; Mass spectrum (ESI+): m/z=448 [M+H]+.

Sources & evidence

ORD record: ord-24b70fdae1ca46feb070f91837c9cf6d
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09012456B2

Reaction notes

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