Triethylamine → HCID 57986849, compound

HRID 871940Notes

Reaction equation

HRID 871940 reaction equation
[N:1]1([C:6]2[CH:24]=[CH:23][C:9]([O:10][CH2:11][C:12]3[N:13]=[C:14]([CH:17]4[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]4)[S:15][CH:16]=3)=[CH:8][CH:7]=2)[CH:5]=[N:4][N:3]=[N:2]1.Cl.[N:26]1([C:31](N)=[NH:32])C=CC=N1.C(N(CC)CC)C>CN(C=O)C>[N:1]1([C:6]2[CH:7]=[CH:8][C:9]([O:10][CH2:11][C:12]3[N:13]=[C:14]([CH:17]4[CH2:18][CH2:19][N:20]([C:31]([NH2:32])=[NH:26])[CH2:21][CH2:22]4)[S:15][CH:16]=3)=[CH:23][CH:24]=2)[CH:5]=[N:4][N:3]=[N:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2734672Pyrazole-1-carboxamidine monohydrochlorideHCID 57333784HCID 57333784, compound

Product 1

HCID 57986849HCID 57986849, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-[4-(4-tetrazol-1-yl-phenoxymethyl)-thiazol-2-yl]-piperidine (300 mg, 0.876 mmol), pyrazole-1-carboxamidine hydrochloride (0.128 g, 0.876 mmol.) and triethylamine (0.122 mL, 0.876 mmol) in DMF (2 mL) was stirred at rt for 3 hours. The precipitate was collected by filtration and washed with ether to afford the expected product. 1H NMR (DMSO-d6): δ 10.02 (1H, s), 7.93 (1H, s), 7.82 (2H, m), 7.70 (1H, s), 7.60 (2H, br), 7.28 (2H, m), 5.20 (2H, s), 3.95 (2H, m), 3.38 (1H, m), 3.15 (2H, m), 2.09 (2H, m), 1.66 (2H, m).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with ether

Sources & evidence

ORD record
ord-2889faae472a401c9fd11b9bbfe8c4f6
Source dataset
uspto-grants-2015_03
Patent number
US08975258B2

Reaction notes

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