5-Methyl-2-furylmethylamine → HCID 178425507, compound

HRID 1695640Notes

Reaction equation

HRID 1695640 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][C:23]1[O:27][C:26]([CH2:28][NH2:29])=[CH:25][CH:24]=1>>[CH3:22][C:23]1[O:27][C:26]([CH2:28][NH:29][C:20]2[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]=2)=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 27246835-Methyl-2-furylmethylamineHCID 46855450tert-Butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane

Product 1

HCID 178425507HCID 178425507, compoundYield 79.1%

Procedure

Prepared from tert-butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane (Example C1) (2.0 g, 6.16 mmol; HPLC: 4.446 min) and 5-methyl-2-furanmethanamine (CAS 14003-16-8) (0.685 g, 6.163 mmol) according to the procedure described for Example 1. Obtained the title compound as a yellow solid (1.40 g, 79%, HPLC 1.624 min), MS (ISP) m/e=326.2 [(M+H)+].

Sources & evidence

ORD record
ord-fe31810dd0a64036ae1c9192c292f8b6
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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