Ethyl 1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo(3,4-c)pyridine-3-carboxylate → HCID 69516912, compound

HRID 971169Notes

Reaction equation

HRID 971169 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:14]2[CH2:13][CH2:12][NH:11][C:10](=[O:15])[C:9]=2[N:8]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[N:7]=1)=[O:5])[CH3:2].[C:24]([O:28][C:29](=[O:41])[CH2:30][C:31]1([C:34]2[CH:39]=[CH:38][C:37](I)=[CH:36][CH:35]=2)[CH2:33][CH2:32]1)([CH3:27])([CH3:26])[CH3:25]>>[CH2:1]([O:3][C:4]([C:6]1[C:14]2[CH2:13][CH2:12][N:11]([C:37]3[CH:38]=[CH:39][C:34]([C:31]4([CH2:30][C:29]([O:28][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:41])[CH2:32][CH2:33]4)=[CH:35][CH:36]=3)[C:10](=[O:15])[C:9]=2[N:8]([C:16]2[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)[N:7]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 22240468Ethyl 1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo(3,4-c)pyridine-3-carboxylateHCID 69517492HCID 69517492, compound

Product 1

HCID 69516912HCID 69516912, compoundYield 86%

Procedure

Part A. Following procedure similar to that of Part C in Example 220 but using 1-(4-methoxy-phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester and [1-(4-iodo-phenyl)-cyclopropyl]-acetic acid tert-butyl ester as starting materials, 6-[4-(1-tert-butoxycarbonylmethyl-cyclopropyl)-phenyl]-1-(4-methoxy-phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester was obtained (406.29 mg, yield: 86%). 1H NMR (CDCl3) δ 7.48 (d, J=8.9 Hz, 2H), 7.33 (d, J=8.5 Hz, 2H), 7.22 (d, J=8.5 Hz, 2H), 6.91 (d, J=8.9 Hz, 2H), 4.47 (q, J=7.1 Hz, 2H), 4.12 (m, 2H), 3.81 (s, 3H), 3.32 (t, J=6.6 Hz, 2H), 2.50 (s, 2H), 1.44 (t, J=7.1 Hz, 3H), 1.38 (s, 9H), 0.90 (s, 4H) ppm. LRMS (ESI) 546.2 (M+H).

Sources & evidence

ORD record
ord-94772843b5cc47cba40a5ea4c9910b13
Source dataset
uspto-grants-2007_12
Patent number
US07312214B2

Reaction notes

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