Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromopentane | HCID 8057 | — |
| Reactant | HCID 2106886 | HCID 2106886 | — |
| Reactant | Spiro[furo[2,3-g]-1,4-benzodioxin-8(7H),3'-[3H]indol]-2'(1'H)-one, 2,3-dihydro | HCID 58224164 | — |
| Reactant | Spiro[furo[2,3-g]-1,4-benzodioxin-8(7H),3'-[3H]indol]-2'(1'H)-one, 2,3-dihydro-, (3'S)- | HCID 59352191 | — |
| Product | HCID 59352258 | HCID 59352258 | — |
Reaction Steps
Following the procedure as described in EXAMPLE 7.3 and making non-critical variations using 2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3′-indol]-2′(1′H)-one to replace (S)-2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3′-indol]-2′(1′H)-one, and 3-(chloromethyl)-N,N-dimethylbenzenesulfonamide to replace 1-bromopentane, N,N-dimethyl-3-[(2′-oxo-2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3′-indol]-1′-(2′H)-yl)methyl]benzenesulfonamide was obtained (40%) as a colorless solid: 1H NMR (300 MHz, DMSO-d6) δ 7.72-7.62 (m, 4H), 7.29-6.99 (m, 4H), 6.50 (s, 1H), 6.07 (s, 1H), 5.06 (ABq, 2H), 4.71 (ABq, 2H), 4.19-4.05 (m, 4H), 2.50 (s, 6H); 13C NMR (75 MHz, DMSO-d6) δ 176.9, 154.7, 144.2, 141.9, 137.8, 134.9, 131.8, 131.5, 129.9, 128.8, 126.6, 125.9, 123.8, 123.2, 120.9, 110.9, 109.3, 98.8, 79.4, 64.2, 63.5, 57.2, 42.5, 37.4; MS (ES+) m/z 492.7 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08415370B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-b3d91b8c09f84f609081ea2f0947c122 |
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| Source note | uspto-grants-2013_04 |
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