(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 967313Notes

Reaction equation

HRID 967313 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-ea3a60e4172e40f394139b44fe520b0a
Source dataset
uspto-grants-2005_10
Patent number
US06953853B2

Reaction notes

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