5-(Benzyloxy)-2-methylbenzoic acid → HCID 67364130, compound

HRID 524269

Reaction equation

HRID 524269 reaction equation
Cl.[CH3:2][O:3][C:4]1[C:12]2[O:11][C:10]([CH3:14])([CH3:13])[CH2:9][C:8]=2[C:7]([C:15]2[C:16]([CH3:28])([CH3:27])[C:17](=[O:26])[N:18]([CH:20]3[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]3)[N:19]=2)=[CH:6][CH:5]=1.[CH2:29]([O:36][C:37]1[CH:38]=[CH:39][C:40]([CH3:46])=[C:41]([CH:45]=1)[C:42](O)=[O:43])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH2:29]([O:36][C:37]1[CH:38]=[CH:39][C:40]([CH3:46])=[C:41]([C:42]([N:23]2[CH2:24][CH2:25][CH:20]([N:18]3[C:17](=[O:26])[C:16]([CH3:28])([CH3:27])[C:15]([C:7]4[C:8]5[CH2:9][C:10]([CH3:14])([CH3:13])[O:11][C:12]=5[C:4]([O:3][CH3:2])=[CH:5][CH:6]=4)=[N:19]3)[CH2:21][CH2:22]2)=[O:43])[CH:45]=1)[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

3

Reactant 2

HCID 597600475-(Benzyloxy)-2-methylbenzoic acid2×HCID 666165905-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-4-yl)-4,4-dimethyl-2-(piperidin-4-yl)-2,4-dihydro-3H-pyrazol-3-one hydrochloride2×

Product 1

HCID 67364130HCID 67364130, compound

Procedure

The title compound is prepared analogously as described for GP2-WU2 using 5-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-4-yl)-4,4-dimethyl-2-piperidin-4-yl-2,4-dihydro-3H-pyrazol-3-one (compound B5) and 5-(benzyloxy)-2-methylbenzoic acid (compound F1) as starting compounds. The crude product is purified by chromatography (amino phase silica gel and DCM) and by crystallization from DCM and diethyl ether to yield the title compound.

Workup

  1. customThe title compound is prepared analogously
  2. customThe crude product is purified by chromatography (amino phase silica gel and DCM) and by crystallization from DCM and diethyl ether

Sources & evidence

ORD record
ord-372c3862874340958641849566a0bbb9
Source dataset
uspto-grants-2016_05
Patent number
US09340522B2

Linked notes

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