(4aS,8aR)-4-(3,4-Diethoxyphenyl)-2-[1-(toluene-4-sulfonyl)-piperidin-4-yl]-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one → (4aS,8aR)-4-(3,4-Diethoxyphenyl)-2-[1-(1-pyridin-4-yl-methanoyl)-piperidin-4-yl]-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one hydrochloride

HRID 491440Notes

Reaction equation

HRID 491440 reaction equation
Cl.[C:2]([Cl:10])(=[O:9])[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1.[CH2:11]([O:13][C:14]1[CH:15]=[C:16]([C:23]2[C@@H:32]3[C@@H:27]([CH2:28][CH:29]=[CH:30][CH2:31]3)[C:26](=[O:33])[N:25]([CH:34]3[CH2:39][CH2:38][N:37](S(C4C=CC(C)=CC=4)(=O)=O)[CH2:36][CH2:35]3)[N:24]=2)[CH:17]=[CH:18][C:19]=1[O:20][CH2:21][CH3:22])[CH3:12]>>[ClH:10].[CH2:11]([O:13][C:14]1[CH:15]=[C:16]([C:23]2[C@@H:32]3[C@@H:27]([CH2:28][CH:29]=[CH:30][CH2:31]3)[C:26](=[O:33])[N:25]([CH:34]3[CH2:35][CH2:36][N:37]([C:2]([C:3]4[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=4)=[O:9])[CH2:38][CH2:39]3)[N:24]=2)[CH:17]=[CH:18][C:19]=1[O:20][CH2:21][CH3:22])[CH3:12]

Participants

3

Reactant 2

HCID 10175016(4aS,8aR)-4-(3,4-Diethoxyphenyl)-2-[1-(toluene-4-sulfonyl)-piperidin-4-yl]-4a,5,8,8a-tetrahydro-2H-phthalazin-1-oneHCID 12262826Isonicotinoyl chloride hydrochloride

Product 1

HCID 23396188(4aS,8aR)-4-(3,4-Diethoxyphenyl)-2-[1-(1-pyridin-4-yl-methanoyl)-piperidin-4-yl]-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one hydrochloride

Procedure

Prepared from isonicotinoyl chloride hydrochloride and starting compound A2 as described for compound 1. After evaporating the dichloromethane solution, the residue is dissolved in diethyl ether. After addition of a saturated solution of hydrochloric acid in ether, the titel compound precipitates. M.p. 66-68° C.

Workup

  1. customAfter evaporating the dichloromethane solution
  2. dissolutionthe residue is dissolved in diethyl ether
  3. additionAfter addition of a saturated solution of hydrochloric acid in ether
  4. customthe titel compound precipitates

Sources & evidence

ORD record
ord-78f9c1e6663446aeae02aab230e9b07e
Source dataset
uspto-grants-2009_05
Patent number
US07531540B2

Reaction notes

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