HCID 86703343, compound → HCID 86703348, compound

HRID 2173676Notes

Reaction equation

HRID 2173676 reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:12]([CH3:13])=[CH:11][CH2:10][CH2:9][NH:8][C:7]=2[CH:14]=1.CO[C:17]1C=CC2CCCCN(CC)C=2[CH:29]=1.OC1C=CC2CCCCN(CC)C=2C=1>>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[C:12]([CH3:13])=[CH:11][CH2:10][CH2:9][N:8]([CH2:17][CH3:29])[C:7]=2[CH:14]=1

Participants

4

Reactant 3

HCID 86703343HCID 86703343, compoundHCID 86703344HCID 86703344, compoundHCID 86703347HCID 86703347, compound

Product 1

HCID 86703348HCID 86703348, compound

Procedure

The title compound was synthesized from 8-methoxy-5-methyl-2,3-dihydro-1H-benzo[b]azepine following the alkylation procedure for 8-methoxy-2,3,4,5-tetrahydro-1-ethylbenzo[b]azepine followed by the demethylation procedure used to synthesize 8-hydroxy-2,3,4,5-tetrahydro-1-ethylbenzo[b]azepine: 1H NMR (DMSO-d6) δ 9.15 (s, 1H), 7.05 (d, 1H), 6.31-6.25 (m, 2H), 5.80 (t, 1H), 5.30 (s, 1H), 3.12-3.03 (m, 4H), 2.17 (q, 2H), 1.97 (s, 3H), 1.09 (t, 3H); MS expected 203 (C13H18NO, M+1), found 203.

Sources & evidence

ORD record
ord-953d94395abe4be09e0193ac2264716c
Source dataset
uspto-grants-2015_06
Patent number
US09056885B2

Reaction notes

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