Triethylamine → HCID 131718959, compound

HRID 1654411Notes

Reaction equation

HRID 1654411 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:3][CH2:2]1.C(N(CC)CC)C.[C:23]([S:26]([OH:29])(=[O:28])=[O:27])([NH2:25])=[NH:24]>CN(C=O)C>[S:26]([OH:29])([OH:28])=[O:27].[NH2:25][C:23](=[NH:24])[N:1]1[CH2:6][CH2:5][CH:4]([CH2:7][NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[CH2:3][CH2:2]1.[C:11]([O:10][C:9](=[O:15])[NH:8][CH2:7][CH:4]1[CH2:5][CH2:6][N:1]([C:23](=[NH:24])[NH2:25])[CH2:2][CH2:3]1)([CH3:12])([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 723429Tert-butyl (piperidin-4-ylmethyl)carbamateHCID 9877361Methanesulfonic acid, aminoimino-

Product 1

HCID 131718959HCID 131718959, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 130g of 1,1-dimethylethyl (4-piperidinyl-methyl)-carbamate in 1300 ml of DMF is treated with 138 ml of triethylamine and 61.8 g of formamidinesulfonic acid and the mixture is stirred at room temperature overnight. The precipitated material is filtered, suspended in 500 ml of ethanol, again filtered off and dried. There are obtained 65.6 g of tert-butyl 1-(amino-imino-methyl)-piperidin-4-ylmethylcarbamate hemisulfite, MS (ISP): 257.4 (M+H)+.

Workup

  1. filtrationThe precipitated material is filtered
  2. filtrationagain filtered off
  3. customdried

Sources & evidence

ORD record
ord-c2c943ca51f7448a83a52c8933c98018
Source dataset
uspto-grants-1995_04
Patent number
US05405854

Reaction notes

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