Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate → HCID 68906517, compound

HRID 2198269Notes

Reaction equation

HRID 2198269 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]2[CH2:15][CH2:14][CH2:13][CH2:12][C:8]=2[S:9][C:10]=1[NH2:11])=[O:5])[CH3:2].C[C:17]1([CH3:25])[C:19]([CH3:21])([CH3:20])[CH:18]1[C:22]([OH:24])=O>>[CH2:20]1[CH:19]2[C:18]3([C:22]([NH:11][C:10]4[S:9][C:8]5[CH2:12][CH2:13][C:14]6[C:15]([C:7]=5[C:6]=4[C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:8][CH:7]=[CH:6][CH:4]=6)=[O:24])[CH2:17][CH:25]([CH2:14][CH:13]1[CH2:12]3)[CH2:21]2

Participants

3

Reactant 2

HCID 78262Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylateHCID 1521152,2,3,3-Tetramethylcyclopropanecarboxylic acid

Product 1

HCID 68906517HCID 68906517, compound

Procedure

The title compound was prepared as described in Example 12, substituting Example 278A for 2-amino-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester and 2-hexahydro-2,5-methano-pentalene-3a-carboxylic acid for 2,2,3,3-tetramethylcyclopropanecarboxylic acid. 1H NMR (300 MHz, CD3OD) δ ppm 1.35 (t, J=7.0 Hz, 3H) 1.60-1.73 (m, 4H) 1.77-1.87 (m, 2H) 1.92 (dd, J=10.2, 2.7 Hz, 2H) 2.00-2.10 (m, 2H) 2.68 (t, J=6.8 Hz, 1H) 2.85-2.94 (m, 2H) 2.99-3.08 (m, 2H) 4.36 (q, J=7.1 Hz, 2H) 7.09-7.31 (m, 4H) 11.44 (s, 1H).

Sources & evidence

ORD record
ord-c82bed9dc73f44e79af770eb194819b6
Source dataset
uspto-grants-2012_12
Patent number
US08338623B2

Reaction notes

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