2,3-Dihydrobenzofuran-5-carboxaldehyde → HCID 86583859, compound

HRID 2298678Notes

Reaction equation

HRID 2298678 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].[O:12]1[CH2:16][CH2:15][C:14]2[CH:17]=[C:18](C=O)[CH:19]=[CH:20][C:13]1=2>>[O:12]1[CH2:16][CH2:15][C:14]2[CH:17]=[C:18]([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:19]=[CH:20][C:13]1=2

Participants

3

Reactant 2

HCID 7359012,3-Dihydrobenzofuran-5-carboxaldehydeHCID 86583856Methyl 4-amino-5-methylthiothiophene-2-carboxylate

Product 1

HCID 86583859HCID 86583859, compound

Procedure

Using the procedure described in Example 220, step (a), 60 mg (0.29 mmol) of methyl 4-amino-5-methylthiothiophene-2-carboxylate, 42.9 mg (0.29 mmol) of 2,3-dihydrobenzo[b]furan-5-carboxaldehyde, and 135 mg (2.2 equiv, 0.63 mmol) of NaHB(OAc)3 were allowed to react to give methyl 4-(2,3-dihydrobenzo[b]furan-5-ylamino)-5-methylthiothiophene-2-carboxylate. Mass spectrum (ESI, m/z): Calcd. for C16H17NO3S2, 336.07 (M+H), found 334.3 (imine), 335.3.

Workup

  1. customto react

Sources & evidence

ORD record
ord-37994d1a82124c46a3b28d9bb0b9139c
Source dataset
uspto-grants-2002_12
Patent number
US06492403B1

Reaction notes

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