HCID 11598848, compound → HCID 11962416, compound

HRID 1261291Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][N:13]=[C:12]3[CH:16]=[C:17]([C:19]4[N:20]([CH3:24])[CH:21]=[CH:22][N:23]=4)[S:18][C:11]=23)[CH:6]=[CH:5][C:4]=1[NH2:25].S1C=CN=C1C1SC2C(=NC=CC=2OC2C=CC(N[C:48]([NH:50][C:51](=[O:59])[CH2:52][C:53]3[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=3)=[S:49])=CC=2F)C=1>>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][N:13]=[C:12]3[CH:16]=[C:17]([C:19]4[N:20]([CH3:24])[CH:21]=[CH:22][N:23]=4)[S:18][C:11]=23)[CH:6]=[CH:5][C:4]=1[NH:25][C:48]([NH:50][C:51](=[O:59])[CH2:52][C:53]1[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=1)=[S:49]

Participants

Reactant 2

HCID 11598848HCID 11598848, compound

HCID 59424525HCID 59424525, compound

Product 1

HCID 11962416HCID 11962416, compoundYield 48%

Procedure

Starting from compound 216 and following the procedure described above for the synthesis of compound 13a (scheme 2, step 5, example 12), title compound 217 was obtained in 48% yield. 1H NMR (400 MHz, DMSO-d6 δ pp 12.07 (1H, s), 11.59 (1H, s), 8.45 (1H, d, J=5.48 Hz), 7.91 (1H, d, J=8.80 Hz), 7.85 (1H, s), 7.41 (1H, s), 7.24-6.98 (8H, m), 6.66 (1H, d, J=5.67 Hz), 3.99 (3H, s), 3.78 (3H, s), 3.59 (2H, s). MS (m/z) 530.2 (M+H).

Sources & evidence

ORD record: ord-9e1e77a58bc34fed8144af1a44994fa9
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08470850B2

Reaction notes

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