Cyclohexanecarboxaldehyde → HCID 68548829, compound

HRID 2243502Notes

Reaction equation

[CH:1]1([CH:7]=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:9][O:10][C:11]([C:13]1[S:25][C:16]2[C:17]3[CH:18]=[CH:19][CH:20]=[C:21]([NH2:24])[C:22]=3[S:23][C:15]=2[C:14]=1[O:26][CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])=[O:12]>>[CH3:9][O:10][C:11]([C:13]1[S:25][C:16]2[C:17]3[CH:18]=[CH:19][CH:20]=[C:21]([NH:24][CH2:7][CH:1]4[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]4)[C:22]=3[S:23][C:15]=2[C:14]=1[O:26][CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])=[O:12]

Participants

Reactant 2

HCID 16275Cyclohexanecarboxaldehyde

HCID 68543717HCID 68543717, compound

Product 1

HCID 68548829HCID 68548829, compoundYield 63.9%

Procedure

Step A Reductive Amination: Addition of cyclohexane carboxaldehyde (0.063 mL, 0.61 mmol), to 7-Amino-1-ethoxycarbonylmethoxy-3,8-dithia-cyclopenta[a]indene-2-carboxylic acid methyl ester (250 mg, 0.61 mmol) was carried out following a procedure similar to that delineated in step A (“reductive amination,” Example 25) affording 180 mg of 7-(Cyclohexylmethyl-amino)-1-ethoxycarbonylmethoxy-3,8-dithia-cyclopenta[a]indene-2-carboxylic acid methyl ester as a viscous yellow oil.

Sources & evidence

ORD record: ord-588c79519a2d4e9eaef10090c7d9cb18
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07674822B2

Reaction notes

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