4,5,6,7-Tetrahydro-1-benzothiophen-4-amine → HCID 22147290, compound
Reaction equation
[CH2:1]([C:3]1[C:4]([NH:11][C@@H:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14][C@@H]2O)=[N:5][C:6]([CH2:9][CH3:10])=[CH:7][N:8]=1)[CH3:2].[S:22]1C2CCCC(N)C=2C=C1>>[CH2:1]([C:3]1[C:4]([NH:11][CH:12]2[C:20]3[CH:15]=[CH:14][S:22][C:19]=3[CH2:18][CH2:17][CH2:16]2)=[N:5][C:6]([CH2:9][CH3:10])=[CH:7][N:8]=1)[CH3:2]Participants
3
Procedure
Following the procedure for the preparation of (1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol but substituting 4,5,6,7-tetrahydro-1-benzothiophen-4-amine and making non-critical variations provided the title compound as a oil: 1H NMR (400 MHz, CDCl3) δ 7.67 (s, 1H), 7.10 (d, J=5.2 Hz, 1H), 6.93 (d, J=5.2 Hz, 1H), 5.40 (m, 1H), 4.50 (bs, 1H), 2.83 (m, 2H), 2.66 (q, J=7.5 Hz, 2H), 2.56 (q, J=7.5 Hz, 2H), 2.10 (m, 1H), 1.96 (m, 3H), 1.29 (m, 6H); (MS/CI) calcd for C16H21N3S+H 287.4, found 287.9.
Sources & evidence
- ORD record
- ord-358e0ad0046d410984811f65ec0a07cc
- Source dataset
- uspto-grants-2006_01
- Patent number
- US06992087B2
Reaction notes
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