(E)-3-{1'-Tert-butoxycarbonyl-3-oxo-spiro[benzofuran-2(3H), 4'-piperidin]-5-yl}-acrylic acid methyl ester → (E)-3-{3-oxo-spiro[benzofuran-2(3H), 4'-piperidin]-5-yl}-acrylic acid methyl ester

HRID 518158Notes

Reaction equation

HRID 518158 reaction equation
[CH3:1][O:2][C:3](=[O:22])/[CH:4]=[CH:5]/[C:6]1[CH:7]=[C:8]2[C:18](=[CH:19][CH:20]=1)[O:17][C:11]1([CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)C[C:9]2=[O:21].COC(=O)/C=C/C1C=CC2OC3(CCN(C(OC(C)(C)C)=O)CC3)C(=O)C=2C=1>>[CH3:1][O:2][C:3](=[O:22])/[CH:4]=[CH:5]/[C:6]1[CH:20]=[CH:19][C:18]2[O:17][C:11]3([CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)[C:9](=[O:21])[C:8]=2[CH:7]=1

Participants

3

Reactant 2

HCID 11406566(E)-3-{1'-Tert-butoxycarbonyl-3-oxo-spiro[benzofuran-2(3H), 4'-piperidin]-5-yl}-acrylic acid methyl esterHCID 52952093(E)-3-{4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-acrylic acid methyl ester

Product 1

HCID 52952195(E)-3-{3-oxo-spiro[benzofuran-2(3H), 4'-piperidin]-5-yl}-acrylic acid methyl ester

Procedure

(E)-3-{3-Oxo-spiro[benzofuran-2(3H), 4′-piperidin]-5-yl}-acrylic acid methyl ester was synthesized according to the procedure for preparation of Intermediate 1, Step C, starting from (E)-3-{1′-tert-butoxycarbonyl-3-oxo-spiro[benzofuran-2(3H), 4′-piperidin]-5-yl}-acrylic acid methyl ester (750 mg, 1.93 mmol), giving its hydrochloride salt (380 mg).

Sources & evidence

ORD record
ord-40e3e63d7be24d528134de77ae4f91ba
Source dataset
uspto-grants-2015_08
Patent number
US09115148B2

Reaction notes

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