Iodoethane → HCID 86633391, compound

HRID 1925440Notes

Reaction equation

[CH2:1]([O:4][C@@H:5]1[C@@H:10]([O:11][CH3:12])[C@H:9]([CH3:13])[O:8][C@@H:7]([O:14][C:15](=[O:42])[NH:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[N:27]=[CH:26][N:25]([C:28]4[CH:33]=[CH:32][C:31]([O:34][C:35]([F:41])([F:40])[C:36]([F:39])([F:38])[F:37])=[CH:30][CH:29]=4)[N:24]=3)=[CH:19][CH:18]=2)[C@@H:6]1[O:43][CH3:44])[CH2:2][CH3:3].I[CH2:46][CH3:47]>>[CH2:1]([O:4][C@@H:5]1[C@@H:10]([O:11][CH3:12])[C@H:9]([CH3:13])[O:8][C@@H:7]([O:14][C:15](=[O:42])[N:16]([CH2:46][CH3:47])[C:17]2[CH:22]=[CH:21][C:20]([C:23]3[N:27]=[CH:26][N:25]([C:28]4[CH:33]=[CH:32][C:31]([O:34][C:35]([F:41])([F:40])[C:36]([F:38])([F:37])[F:39])=[CH:30][CH:29]=4)[N:24]=3)=[CH:19][CH:18]=2)[C@@H:6]1[O:43][CH3:44])[CH2:2][CH3:3]

Participants

Reactant 2

HCID 6340Iodoethane

HCID 78210014HCID 78210014, compound

Product 1

HCID 86633391HCID 86633391, compound

Procedure

Compound 207 was N-ethylated as in Example 82, using iodoethane instead of iodomethane, to give Compound 253. 1H NMR (300 MHz, CDCl3) δ 8.60 (s, 1H), 8.22 (d, J=68 Hz, 2H), 7.83 (d, J=8.8 Hz, 2H), 7.41 (d, J=9 Hz, 2H), 7.39 (d, J=8.6 Hz, 2H), 6.17 (s, 1H), 3.8 (q, J=7.5 Hz, 2H), 3.60-3.30 (m, 11H), 3.10 (br s, 1H), 1.38 (d, J=6.0 Hz, 3H), 1.20 (t, J=7.5 Hz, 3H); MS 659.12 ([M+H]+).

Sources & evidence

ORD record: ord-6e1210fccb1f4b98bd66b8026a16f3a2
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08178658B2

Reaction notes

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