Hydrochloric Acid → HCID 86608643, compound

HRID 1455051Notes

Reaction equation

HRID 1455051 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:39])[NH:15][C:16]2[CH:17]=[N:18][C:19]([O:22][C:23]3[CH:24]=[C:25]4[C:30](=[CH:31][CH:32]=3)[O:29][CH:28]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH2:27][CH2:26]4)=[CH:20][CH:21]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(OCC)C>[C:33]1([CH:28]2[CH2:27][CH2:26][C:25]3[C:30](=[CH:31][CH:32]=[C:23]([O:22][C:19]4[N:18]=[CH:17][C:16]([NH:15][C:14]([CH:11]5[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]5)=[O:39])=[CH:21][CH:20]=4)[CH:24]=3)[O:29]2)[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69016012HCID 69016012, compound

Product 1

HCID 86608643HCID 86608643, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Mixture of 4-[6-(2-Phenyl-chroman-6-yloxy)-pyridin-3-ylcarbamoyl]-piperidine-1-carboxylic acid tert-butyl ester (860 mg) and of 1 M HCl in diethyl ether (13 ml) was stirred at room temperature for 24 hours. Precipitate was filtered and washed with ether. 1H-NMR (300 MHz; d6-DMSO) δ: 10.3 (s, 1H), 8.97 (bs, 1H), 8.65 (bs, 1H), 8.34 (d, 1H, J 2.7 Hz), 8.04 (dd, 1H, J 2.7, 8.8 Hz), 7.47-7.33 (m, 5H), 6.94 (d, 1H, J 8.8 Hz), 6.86-6.84 (m, 3H), 5.11 (dd, 1H, J 2.3, 10.0 Hz), 3.35-3.29 (m, 2H), 2.97-2.89 (m, 3H), 2.74-2.66 (m, 2H), 2.19-2.13 (m, 1H), 2.00-1.74 (m, 5H), 1.50-1.35 (m, 11H).

Workup

  1. filtrationPrecipitate was filtered
  2. washwashed with ether

Sources & evidence

ORD record
ord-9c950d5a6a444b589e5a65f69bcf7473
Source dataset
uspto-grants-2009_01
Patent number
US07482340B2

Reaction notes

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