8-Methoxy-1,2,3,4-tetrahydronaphthalen-1-amine → HCID 178488351, compound

HRID 1695594Notes

Reaction equation

HRID 1695594 reaction equation
C([Si]([O:8][CH2:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1[N:19]=[C:20]=S)(C)C)(C)(C)C.[CH3:22][O:23][C:24]1[CH:25]=[CH:26][CH:27]=[C:28]2[C:33]=1[CH:32]([NH2:34])[CH2:31][CH2:30][CH2:29]2>>[CH3:22][O:23][C:24]1[CH:25]=[CH:26][CH:27]=[C:28]2[C:33]=1[CH:32]([NH:34][C:20]1[O:8][CH2:9][C:10]3[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=3[N:19]=1)[CH2:31][CH2:30][CH2:29]2

Participants

3

Reactant 2

HCID 221473568-Methoxy-1,2,3,4-tetrahydronaphthalen-1-amineHCID 46855450tert-Butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane

Product 1

HCID 178488351HCID 178488351, compoundYield 79.2%

Procedure

Prepared from tert-butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane (Example C1) (2.76 g, 8.5 mmol; HPLC: 4.446 min) and rac-8-methoxy-1,2,3,4-tetrahydro-naphthalen-1-ylamine (CAS 535935-61-6) (1.51 g, 8.5 mmol; HPLC 0.403 min) according to the procedure described for Example 1. Obtained the title compound as a yellow solid (2.38 g, 79%, HPLC 1.805 min), MS (ISP) m/e=354.2 [(M+H)+].

Sources & evidence

ORD record
ord-1a8c8f06ae1c45b6a1abc6fc6bacf75f
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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