HCID 15870285, compound → HCID 9853831, compound

HRID 276137Notes

Reaction equation

HRID 276137 reaction equation
[CH2:1]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=2[O:17][CH2:18][C:19]2[C:24](Cl)=[CH:23][CH:22]=[CH:21][C:20]=2[C:26]([O:28]C)=[O:27])=[C:8](/[CH:30]=[C:31](\[CH2:37][C:38]2[C:46]([O:47][CH3:48])=[CH:45][C:41]3[CH2:42][CH2:43][O:44][C:40]=3[CH:39]=2)/[C:32]([O:34]CC)=[O:33])[CH:7]=[N:6]1)[CH2:2][CH2:3][CH3:4].CCOC(C)=O.CCCCCC>CC(O)=O>[CH2:1]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=2[O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[C:26]([OH:28])=[O:27])=[C:8](/[CH:30]=[C:31](\[CH2:37][C:38]2[C:46]([O:47][CH3:48])=[CH:45][C:41]3[CH2:42][CH2:43][O:44][C:40]=3[CH:39]=2)/[C:32]([OH:34])=[O:33])[CH:7]=[N:6]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 15870285HCID 15870285, compoundHCID 21226206Ethyl acetate hexane

Product 1

HCID 9853831HCID 9853831, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Following the procedure of Example (1u) except substituting Ethyl (E)-3-[1-n-Butyl-5-[2-(2-methoxycarbonyl)phenylmethoxy-4-chlorophenyl]- 1H-pyrazol-4-yl]-2-[(5-methoxy-2,3-dihydrobenzofuran-6-yl)methyl]-2-propenoate for ethyl (E)-[1-n-butyl-5-[2-(2-(methoxycarbonyl)-6-chlorophenylmethoxy]-4-chlorophenyl]-1H-pyrazol-4-yl]-2-[(5-methoxy-2,3-dihydrobenzofuran-6-yl)methyl]-2-propenoate, the title compound was prepared in 90% yield as a white solid: Rƒ0.58 (1:1 EtOAc/hexane with 1% AcOH); 1H NMR (400 MHz CDCl3) d 8.19 (d, 1H), 7.58 (s, 1H), 7.53 (s, 1H), 7.49 (t, 1H), 7.30 (m, 2H), 7.13 (m, 3H), 6.77 (s, 1H), 6.48 (s, 1H), 5.52 (bs, 2H), 4.45 (t, 2H), 3.92 (m, 2H) 3.82 (s, 3H), 3.80 (bs, 2H), 3.12 (t, 2H), 1.65 (m, 2H), 1.12 (m, 2H), 0.76 (t, 3H); MS(ESI) m/e 618 [M+H]+; mp: 116-118° C. Anal. (C34H33ClN2O7.0.5H2O) calcd: C, 65.22; H, 5.47; N, 4.47, found: C, 65.03; H, 5.33; N, 4.37.

Sources & evidence

ORD record
ord-7fd211c960d2497a89a9c54baa74b83d
Source dataset
uspto-grants-2002_03
Patent number
US06353116B1

Reaction notes

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