1,4-Dimercapto-2,3-butanediol → HCID 86707008, compound

HRID 633495Notes

Reaction equation

HRID 633495 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[CH:10][C:11]3[N:12]([C:14]([S:17][C:18]4[CH:34]=[CH:33][C:21]5[N:22]=[C:23]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])[S:24][C:20]=5[CH:19]=4)=[N:15][N:16]=3)[N:13]=2)[CH2:4][CH2:3]1.S(C1C=CC2N=C(NC(=O)OC(C)(C)C)SC=2C=1)C#N.P([O-])(O)(O)=O.[K+].SCC(C(CS)O)O.[Cl:69]C1N2N=C(N3CCN(C)CC3)C=CC2=NN=1>O.C(O)C>[ClH:69].[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]2[CH:9]=[CH:10][C:11]3[N:12]([C:14]([S:17][C:18]4[CH:34]=[CH:33][C:21]5[N:22]=[C:23]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:29])[CH3:30])[S:24][C:20]=5[CH:19]=4)=[N:15][N:16]=3)[N:13]=2)[CH2:6][CH2:7]1

Participants

8

Reactant 5

HCID 190011,4-Dimercapto-2,3-butanediolHCID 3136253-chloro-6-(4-methylpiperazin-1-yl)[1,2,4]triazolo[4,3-b]pyridazineHCID 516951Monobasic potassium phosphateHCID 86707009HCID 86707009, compoundHCID 86707010HCID 86707010, compound

Product 1

HCID 86707008HCID 86707008, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

The 1,1-dimethylethyl (6-{[6-(4-methylpiperazin-1-yl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-yl)carbamate can be prepared according to the method described in Example 17a, but using 565 mg of 1,1-dimethylethyl (6-thiocyanato-1,3-benzothiazol-2-yl)carbamate (prepared according to Example 2c), 16 cm3 of ethanol, 16 mg of potassium dihydrogen phosphate in 1.6 cm3 of water, 924 mg of DL-dithiothreitol and 505 mg of 3-chloro-6-(4-methylpiperazin-1-yl)[1,2,4]triazolo[4,3-b]pyridazine. 246 mg of 1,1-dimethylethyl (6-{[6-(4-methylpiperazin-1-yl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-yl)carbamate hydrochloride are thus obtained in the form of a white solid, the characteristics of which are as follows:

Sources & evidence

ORD record
ord-be8566d725e7414cb8896b8f39d3ebca
Source dataset
uspto-grants-2016_04
Patent number
US09321777B2

Reaction notes

Loading…