HCID 58303839, compound → HCID 58303911, compound

HRID 1404109Notes

Reaction equation

HRID 1404109 reaction equation
C(OC1C(F)=CC=C2C=1C(CCO)=CN2)C1C=CC=CC=1.[F:22][C:23]1[CH:24]=[C:25]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:26]([O:37][CH3:38])=[C:27]2[C:31]=1[NH:30][CH:29]=[C:28]2[CH2:32][C:33](OC)=[O:34]>>[F:22][C:23]1[CH:24]=[C:25]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:26]([O:37][CH3:38])=[C:27]2[C:31]=1[NH:30][CH:29]=[C:28]2[CH2:32][CH2:33][OH:34]

Participants

3

Reactant 2

HCID 58303839HCID 58303839, compoundHCID 58303920HCID 58303920, compound

Product 1

HCID 58303911HCID 58303911, compoundYield 69%

Procedure

Following the procedure (step 2, scheme 17) used to prepare compound 17-3, compound 22-2 gave compound 22-3 in 69% yield as a white solid. 1H NMR (CDCl3) δ ppm: 8.21 (bs, 1H), 7.58-7.62 (m, 2H), 7.39-7.45 (m, 2H), 7.30-7.35 (m, 1H), 7.08 (d, J=2.5 Hz, 1H), 6.91 (d, J=11.3 Hz, 1H), 3.95 (q, J=6.0 Hz, 2H), 3.45 (s, 3H), 3.13 (t, J=6.0 Hz, 2H), 2.14 (t, J=5.5 Hz, 1H).

Sources & evidence

ORD record
ord-1c1624b69e7a48f5b6e03767c17c06f8
Source dataset
uspto-grants-2014_12
Patent number
US08912220B2

Reaction notes

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