Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1) → HCID 68812536, compound

HRID 1792617Notes

Reaction equation

HRID 1792617 reaction equation
[CH3:1][NH:2][S:3]([C:6]1[S:7][C:8]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:21]4[C:22]([C:45]5[CH:50]=[CH:49][C:48]([F:51])=[CH:47][CH:46]=5)=[N:23][N:24]([C:26]([C:39]5[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=5)([C:33]5[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=5)[C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)[CH:25]=4)[CH:19]=3)[N:14]=[CH:13][N:12]=2)=[CH:9][CH:10]=1)(=[O:5])=[O:4].Cl.Cl[CH2:54][CH2:55][N:56]1[CH2:61][CH2:60][O:59][CH2:58][CH2:57]1>C(N(CC)CC)C>[CH3:1][N:2]([CH2:54][CH2:55][N:56]1[CH2:61][CH2:60][O:59][CH2:58][CH2:57]1)[S:3]([C:6]1[S:7][C:8]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:21]4[C:22]([C:45]5[CH:46]=[CH:47][C:48]([F:51])=[CH:49][CH:50]=5)=[N:23][N:24]([C:26]([C:39]5[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=5)([C:33]5[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=5)[C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)[CH:25]=4)[CH:19]=3)[N:14]=[CH:13][N:12]=2)=[CH:9][CH:10]=1)(=[O:4])=[O:5]

Participants

4

Reactant 2

HCID 77210Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 23537543HCID 23537543, compound

Product 1

HCID 68812536HCID 68812536, compoundYield 51.7%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

100 mg 5-{6-[3-(4-fluorophenyl)-1-trityl-1H-pyrazol-4-yl]quinazolin-4-yl}thiophen-2-sulfonic acid methylamide (compound in Example 745), 29 mg 4-(2-chloroethyl)morpholine hydrochloride and 21 μL triethylamine were reacted in the same manner as in Example 746, to give 60 mg 5-{6-[3-(4-fluorophenyl)-1-trityl-1H-pyrazol-4-yl]quinazolin-4-yl}thiophen-2-sulfonic acid methyl-(2-morpholin-4-yl-ethyl)amide. This product was subjected to the same reaction as in Example 618, dissolved in dichloromethane/methanol and recrystallized from ethanol/ether, to give 45 mg of the title compound as yellow crystals.

Sources & evidence

ORD record
ord-78b9743e6caf4aefb665d60a598cd3d7
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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