HCID 71060717, compound → HCID 71062231, compound

HRID 528979Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:18])/[CH:5]=[N:6]/[NH:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13][CH3:14])=[O:12])[CH3:2].[N+]([C:22]([CH2:49][CH2:50][CH2:51][CH3:52])=[CH:23][C:24]1[CH:36]=[CH:35][C:27]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[CH:26][C:25]=1[C:37]([N:39]1[CH2:48][CH2:47][C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH2:40]1)=[O:38])([O-])=O>>[C:31]([O:30][C:28]([C:27]1[CH:35]=[CH:36][C:24]([C:23]2[C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:18])=[N:6][N:7]([C:8]3[CH:17]=[CH:16][CH:15]=[C:10]([C:11]([O:13][CH3:14])=[O:12])[CH:9]=3)[C:22]=2[CH2:49][CH2:50][CH2:51][CH3:52])=[C:25]([C:37]([N:39]2[CH2:48][CH2:47][C:46]3[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=3)[CH2:40]2)=[O:38])[CH:26]=1)=[O:29])([CH3:32])([CH3:33])[CH3:34]

Participants

Reactant 2

HCID 71060717HCID 71060717, compound

HCID 90123178HCID 90123178, compound

Product 1

HCID 71062231HCID 71062231, compoundYield 29%

Procedure

Following a procedure analogous to that for the synthesis of Intermediate 223E, (E)-methyl 3-(2-(2-ethoxy-2-oxoethylidene)hydrazinyl)benzoate (65 mg, 0.26 mmol) and tert-butyl 4-(2-nitrohex-1-enyl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoate (120 mg, 0.26 mmol) were converted to the title compound (50 mg, 29%). MS(ESI+) m/z 666.3 (M+H)+.

Sources & evidence

ORD record: ord-6c0c7b5d133c41ee9efe2383d5c991bd
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09346795B2

Reaction notes

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