Hexamethylenetetramine → HCID 66632609, compound

HRID 1397194Notes

Reaction equation

HRID 1397194 reaction equation
C1N2CN3CN(C2)CN1C3.C1CCN2C(=NCCC2)CC1.[CH3:22][O:23][C:24](=[O:59])[CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=1[CH2:34][CH:35]1[CH:40]([C:41]2[O:42][CH2:43][CH:44]([C:46](=[O:57])[NH:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56])[N:45]=2)[CH:39]2[O:58][CH:36]1[CH2:37][CH2:38]2>ClCCl.[Cu](Br)Br>[CH3:22][O:23][C:24](=[O:59])[CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=1[CH2:34][CH:35]1[CH:40]([C:41]2[O:42][CH:43]=[C:44]([C:46](=[O:57])[NH:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56])[N:45]=2)[CH:39]2[O:58][CH:36]1[CH2:37][CH2:38]2

Participants

6

Reactant 3

HCID 4101HexamethylenetetramineHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 66632536HCID 66632536, compound

Product 1

HCID 66632609HCID 66632609, compound

Reagents, catalysts & solvents 2

HCID 24611Copper bromide (CuBr2)CatalystHCID 6344DichloromethaneSolvent2×

Procedure

To a suspension of Copper bromide (6.27 g, 28.08 mmol) in dichloromethane (90 mL), under nitrogen atmosphere and in a water bath, was added HMTA (3.94 g, 28.08 mmol) followed by DBU (4.17 mL, 28.08 mmol) and the resulting mixture was stirred for 15 minutes. Then, a solution of (3-{4-Fluoro-2-[3-(4-nonylcarbamoyl-4,5-dihydro-oxazol-2-yl)-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl]-phenyl}-propionic acid methyl ester (3.72 g, 7.02 mmol) in dichloromethane (40 ml) was added and the resulting mixture was stirred at room temperature for 16 h.

Workup

  1. stirringthe resulting mixture was stirred at room temperature for 16 h.

Sources & evidence

ORD record
ord-78a7b54e31d4463ba33874cac523f393
Source dataset
uspto-grants-2014_12
Patent number
US08901159B2

Reaction notes

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