N,N-Dimethylaniline → (S)-2-(p-Heptyloxyphenyl)-5-(2-methylbutyl)-pyrimidine

HRID 274203

反応式

Cl[C:2]1[C:7]([CH2:8][C@@H:9]([CH3:12])[CH2:10][CH3:11])=[C:6](Cl)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[CH:16][CH:15]=2)[N:3]=1.C[C@@H](CC)CBr.C(OCC)(=O)CC(OCC)=O.C[O-].[Na+].Cl.C(OC1C=CC(C(N)=N)=CC=1)CCCCCC.OC1C(C[C@@H](C)CC)=C(O)N=C(C2C=CC(OCCCCCCC)=CC=2)N=1.CN(C)C1C=CC=CC=1.[H][H]>[Pd].C(N(CC)CC)C.CO>[CH2:21]([O:20][C:17]1[CH:18]=[CH:19][C:14]([C:4]2[N:3]=[CH:2][C:7]([CH2:8][C@@H:9]([CH3:12])[CH2:10][CH3:11])=[CH:6][N:5]=2)=[CH:15][CH:16]=1)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

参加物

実験手順

A mixture of 40 g of (S)-4,6-dichloro-2-(p-heptyloxyphenyl)-5-(2-methylbutyl)-pyrimidine [obtainable by reacting (S)-2-methylbutyl bromide with diethyl malonate in the presence of sodium methanolate, followed by condensation of the resultant diethyl (S)-2-methylbutyl malonate with p-heptyloxybenzamidine hydrochloride, and reacting the resultant (S)-4,6-dihydroxy-2-(p-heptyloxyphenyl)-5-(2-methylbutyl)-pyrimidine with phosphoroxy trichloride and dimethylaniline], 400 ml of methanol, 40 ml of triethylamine and 20 g of Pd-C (5%) is hydrogenated at room temperature under normal pressure until the theoretical amount of hydrogen has been taken up. After filtering off the catalyst and distilling off the solvent, the residue is recrystallized from ethanol. (S)-2-(p-Heptyloxyphenyl)-5-(2-methylbutyl)-pyrimidine is obtained.

後処理

filtrationAfter filtering off the catalyst
distillationdistilling off the solvent
customthe residue is recrystallized from ethanol

出典と根拠

ORDレコード: ord-2b533768100c4e4dae509e76e64796f8
出典データセット: uspto-grants-1995_02
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US05389290

反応式

参加物

反応物 8

生成物 1

試薬・触媒・溶媒 3

実験手順

後処理

出典と根拠

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