5-Fluoro-2,3-dihydro-1H-inden-1-amine → HCID 178526440, compound

HRID 1695588Notes

Reaction equation

HRID 1695588 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.[F:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[CH:28]([NH2:32])[CH2:27][CH2:26]2>>[F:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[CH:28]([NH:32][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)[CH2:27][CH2:26]2

Participants

3

Reactant 2

HCID 166663285-Fluoro-2,3-dihydro-1H-inden-1-amineHCID 46855450tert-Butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane

Product 1

HCID 178526440HCID 178526440, compoundYield 90%

Procedure

Prepared from tert-butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane (Example C1) (1.22 g, 3.76 mmol; HPLC: 4.446 min) and rac-5-fluoro-indan-1-ylamine (CAS 148960-33-2) (568 mg, 3.76 mmol; HPLC 0.4 min) according to the procedure described for Example 1. Obtained the title compound as a yellow solid (0.93 g, 90%), MS (ISP) m/e=328.2 [(M+H)+].

Sources & evidence

ORD record
ord-db42932d115440dbaf42367b8516f63e
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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