Triethylamine → 2-{4-[(tert-Butoxycarbonyl)amino]piperidin-1-yl}-1-methylethyl methanesulfonate

HRID 255388Notes

Reaction equation

HRID 255388 reaction equation
[OH:1][CH:2]([CH3:18])[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:6][CH2:5]1.C(N(CC)CC)C.[CH3:26][S:27](Cl)(=[O:29])=[O:28].CS(OCCN1CCC(NC(OC(C)(C)C)=O)CC1)(=O)=O.S([O-])(=O)(=O)C>>[CH3:26][S:27]([O:1][CH:2]([CH3:18])[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([NH:10][C:11]([O:12][C:13]([CH3:14])([CH3:16])[CH3:15])=[O:17])[CH2:6][CH2:5]1)(=[O:29])=[O:28]

Participants

6

Reactant 5

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 85257MethanesulfonateHCID 568344782-(4-((Tert-butoxycarbonyl)amino)piperidin-1-yl)ethyl methanesulfonateHCID 56973353tert-Butyl (1-(2-hydroxypropyl)piperidin-4-yl)carbamate2×

Product 1

HCID 866426682-{4-[(tert-Butoxycarbonyl)amino]piperidin-1-yl}-1-methylethyl methanesulfonate

Procedure

tert-Butyl [1-(2-hydroxypropyl)piperidin-4-yl]carbamate (Intermediate 224, 1.1 g, 4.3 mmol), triethylamine (0.90 mL, 6.5 mmol) and methanesulfonyl chloride (0.37 mL, 4.7 mmol). Were reacted as described for Intermediate 6. The crude mesylate was directly used for the next step.

Workup

  1. customWere reacted

Sources & evidence

ORD record
ord-be618c1478714bcfbc9fb22bb65bbd4c
Source dataset
uspto-grants-2011_01
Patent number
US07875715B2

Reaction notes

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