HCID 67411141, compound → HCID 73230097, compound

HRID 1516667Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C:8]2[N:13]=[C:12]([OH:14])[C:11]3[CH2:15][CH2:16][CH2:17][C:10]=3[N:9]=2)[CH:7]=1.C(C1C=CN(C2C=C(O[CH:38]3[CH2:55][CH:54]4[CH:40]([C:41](=[O:67])[N:42]([CH3:66])[CH2:43][CH2:44][CH2:45][CH2:46][CH:47]=[CH:48][CH:49]5[C:51]([C:57]([NH:59][S:60]([N:63]([CH3:65])[CH3:64])(=[O:62])=[O:61])=[O:58])([NH:52][C:53]4=[O:56])[CH2:50]5)[CH2:39]3)C3C(=C(C)C(OC)=CC=3)N=2)N=1)(C)C>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C:8]2[N:13]=[C:12]([O:14][CH:38]3[CH2:55][CH:54]4[CH:40]([C:41](=[O:67])[N:42]([CH3:66])[CH2:43][CH2:44][CH2:45][CH2:46][CH:47]=[CH:48][CH:49]5[C:51]([C:57]([NH:59][S:60]([N:63]([CH3:64])[CH3:65])(=[O:61])=[O:62])=[O:58])([NH:52][C:53]4=[O:56])[CH2:50]5)[CH2:39]3)[C:11]3[CH2:15][CH2:16][CH2:17][C:10]=3[N:9]=2)[CH:7]=1

Participants

Reactant 2

HCID 67411141HCID 67411141, compound

HCID 178517409HCID 178517409, compound

Product 1

HCID 73230097HCID 73230097, compound

Procedure

The title compound was prepared from 2-(5-bromo-2-fluorophenyl)-4-hydroxy-6,7-dihydro-5H-cyclopentapyrimidine and intermediate 24 following the procedure (Steps 13-16) reported for the preparation of N-[17-[2-(3-isopropylpyrazol-1-yl)-7-methoxy-8-methylquinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo-[13.3.0.04,6]octadec-7-ene-4-carbonyl](dimethylamino)sulfonamide (29): m/z=748 (M+H)+. 1H NMR (CDCl3): 1.13-1.51 (m, 4H), 1.54-1.95 (m, 4H), 2.08-2.45 (m, 5H), 2.50-2.65 (m, 2H), 2.80-3.15 (m, 14H), 3.22-3.40 (m, 2H), 4.60 (t, J=12.4 Hz, 1H), 5.05 (t, J=9.9 Hz, 1H), 5.60-5.75 (m, 2H), 6.24 (s, 1H), 7.05 (t, J=9.5 Hz, 1H), 7.48-7.55 (m, 1H), 8.10-8.18 (m, 1H), 10.6 (br s, 1H).

Sources & evidence

ORD record: ord-2f966b107e4a47758ab323a9452a9246
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08227407B2

Reaction notes

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