Ammonia → HCID 59541860, compound

HRID 2388348Notes

Reaction equation

HRID 2388348 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]3[S:12][C:13]([C:16]([OH:18])=O)=[CH:14][N:15]=3)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.CC[N:21]=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.N>C(Cl)Cl.O1CCOCC1>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]3[S:12][C:13]([C:16]([NH2:21])=[O:18])=[CH:14][N:15]=3)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 59541844HCID 59541844, compound

Product 1

HCID 59541860HCID 59541860, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 2-(1,4-Dioxa-spiro[4.5]dec-8-yl)-thiazole-5-carboxylic acid (as prepared in Example 52, Step C, 700 mg, 2.60 mmol), EDCI (600 mg, 3.12 mmol), HOBT (420 mg, 3.12 mmol) and TEA (490 μL, 3.50 mmol) in DCM (10 mL) were treated with 2N NH3 in dioxane (2 mL) at room temperature overnight. The solvent was removed in vacuo and the residue was purified by a CombiFlash® system using hexanes and ethyl acetate to afford the title compound as a white solid.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by a CombiFlash® system

Sources & evidence

ORD record
ord-51c96229565f4278bab9944db0c7183d
Source dataset
uspto-grants-2012_09
Patent number
US08269015B2

Reaction notes

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