5-Indanecarboxaldehyde → Methyl 4-(indan-5-ylamino)-5-methylthiothiophene-2-carboxylate

HRID 2298677Notes

Reaction equation

HRID 2298677 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]([O:10][CH3:11])=[S:9])[S:5][C:6]=1[CH3:7].[CH2:12]1[C:20]2[C:15](=[CH:16][C:17](C=O)=[CH:18][CH:19]=2)[CH2:14][CH2:13]1>>[CH2:12]1[C:20]2[C:15](=[CH:16][C:17]([NH:1][C:2]3[CH:3]=[C:4]([C:8]([O:10][CH3:11])=[S:9])[S:5][C:6]=3[CH3:7])=[CH:18][CH:19]=2)[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 1216245-IndanecarboxaldehydeHCID 86583856Methyl 4-amino-5-methylthiothiophene-2-carboxylate

Product 1

HCID 86758690Methyl 4-(indan-5-ylamino)-5-methylthiothiophene-2-carboxylate

Procedure

Using the procedure described in Example 220, step (a), 60 mg (0.29 mmol) of methyl 4-amino-5-methylthiothiophene-2-carboxylate, 42.3 mg (0.29 mmol) of 5-indancarboxaldehyde, and 135 mg (2.2 equiv, 0.63 mmol) of NaHB(OAc)3 were allowed to react to give methyl 4-(indan-5-ylamino)-5-methylthiothiophene-2-carboxylate. Mass spectrum (ESI, m/z): Calcd. for C17H19NO2S2, 334.09 (M+H), found 332.3 (imine), 333.4.

Workup

  1. customto react

Sources & evidence

ORD record
ord-f060671ec0bf4771b6f9648f2327acd0
Source dataset
uspto-grants-2002_12
Patent number
US06492403B1

Reaction notes

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