tert-Butyl piperazine-1-carboxylate → 4-(4-tert-butoxycarbonyl-1-piperazinyl)methyl-2-cyclopropylmethyl-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one

HRID 2249411Notes

Reaction equation

HRID 2249411 reaction equation
[CH:1]1([CH2:4][N:5]2[C:10](=[O:11])[C:9]([CH2:12]N3CCN(C)CC3)=[CH:8][C:7]([C:20]3[CH:21]=[CH:22][C:23]4[O:27][CH2:26][CH2:25][C:24]=4[CH:28]=3)=[N:6]2)[CH2:3][CH2:2]1.C1(CN2C(=O)C(COS(C)(=O)=O)=CC(C3C=CC4OCCC=4C=3)=N2)CC1.[C:55]([O:59][C:60]([N:62]1[CH2:67][CH2:66][NH:65][CH2:64][CH2:63]1)=[O:61])([CH3:58])([CH3:57])[CH3:56]>>[C:55]([O:59][C:60]([N:62]1[CH2:67][CH2:66][N:65]([CH2:12][C:9]2[C:10](=[O:11])[N:5]([CH2:4][CH:1]3[CH2:2][CH2:3]3)[N:6]=[C:7]([C:20]3[CH:21]=[CH:22][C:23]4[O:27][CH2:26][CH2:25][C:24]=4[CH:28]=3)[CH:8]=2)[CH2:64][CH2:63]1)=[O:61])([CH3:58])([CH3:56])[CH3:57]

Participants

4

Reactant 3

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 230941122-cyclopropylmethyl-6-(2,3-dihydro-1-benzofuran-5-yl)-4-(4-methyl-1-piperazinyl)methyl-2H-pyridazin-3-oneHCID 230941212-cyclopropylmethyl-6-(2,3-dihydro-1-benzofuran-5-yl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one

Product 1

HCID 230941054-(4-tert-butoxycarbonyl-1-piperazinyl)methyl-2-cyclopropylmethyl-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-oneYield 97.6%

Procedure

The general procedure of Example 1 (6) was repeated by use of 2-cyclopropylmethyl-6-(2,3-dihydro-1-benzofuran-5-yl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one and tert-butyl-1-piperazine carboxylate, to thereby yield the title compound as a yellow oil (yield: 97.6%).

Sources & evidence

ORD record
ord-3ef5752c56e14660840990fdafbb666a
Source dataset
uspto-grants-2008_01
Patent number
US07314877B2

Reaction notes

Loading…