Ammonia → HCID 20086985, compound

HRID 1608651Notes

Reaction equation

HRID 1608651 reaction equation
[CH2:1]([O:8][CH2:9][N:10]1[C:15](=[O:16])[C:14]([NH:17][CH2:18][CH2:19][CH2:20][NH:21][CH3:22])=[C:13]([Cl:23])[CH:12]=[N:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:24][S:25]([NH:28][C:29]1[CH:38]=[CH:37][C:32]([O:33][CH2:34][CH2:35]Cl)=[CH:31][CH:30]=1)(=[O:27])=[O:26].C(N(CC)CC)C.N>CO.C(OCC)(=O)C>[CH2:1]([O:8][CH2:9][N:10]1[C:15](=[O:16])[C:14]([NH:17][CH2:18][CH2:19][CH2:20][N:21]([CH2:35][CH2:34][O:33][C:32]2[CH:31]=[CH:30][C:29]([NH:28][S:25]([CH3:24])(=[O:26])=[O:27])=[CH:38][CH:37]=2)[CH3:22])=[C:13]([Cl:23])[CH:12]=[N:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 8471TriethylamineHCID 20086975HCID 20086975, compoundHCID 20086989HCID 20086989, compound

Product 1

HCID 20086985HCID 20086985, compoundYield 69%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

A mixture of 3.2 g (9.5 mmoles) of 2-benzyloxymethyl-5-chloro-4-[3-(N-methylamino)-propylamino]-3(2H)-pyridazinone, 3.56 g (14.25 mmoles) of 4-[(methylsulfonyl)-amino]-phenoxyethyl chloride and 2 ml (14.25 mmoles) of triethylamine is melted at a temperature of 80° C. for 16 hours. Then it is subjected to column chromatography using first ethyl acetate, then a 9:1:0.5 mixture of ethyl acetate--methanol--cc. ammonia. Thus 1.8 g (69%) of the aimed compound are obtained. Rf =0.7.

Sources & evidence

ORD record
ord-a8c8e144fa75480bb6347fcd4d191300
Source dataset
uspto-grants-1995_03
Patent number
US05395934

Reaction notes

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