HCID 3510845, compound → HCID 67754305, compound

HRID 728576Notes

Reaction equation

HRID 728576 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[C:16]2[C@@H:15]3[C@H:10]([CH2:11][NH:12][CH2:13][CH2:14]3)[CH2:9][C:8]=2[CH:7]=[CH:6][CH:5]=1.Br[CH2:18][CH2:19][NH:20][C:21](=[O:29])[C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1>>[ClH:1].[F:28][C:25]1[CH:24]=[CH:23][C:22]([C:21]([NH:20][CH2:19][CH2:18][N:12]2[CH2:13][CH2:14][C@@H:15]3[C:16]4[C:4]([O:3][CH3:2])=[CH:5][CH:6]=[CH:7][C:8]=4[CH2:9][C@H:10]3[CH2:11]2)=[O:29])=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 3510845HCID 3510845, compoundHCID 67754669HCID 67754669, compound

Product 1

HCID 67754305HCID 67754305, compoundYield 32.5%

Procedure

The product from Example 48 (0.310 g) was treated with 0.34 g 2-bromo-1-(4-fluorobenzamido)ethane as described as described in Example 7 to yield 0.170 g of the desired product as a white solid, mp: 242-4° C. NMR (d6DMSO) δ 1.95 (m, 2H), 2.29 (m, 2H), 2.45-2.75 (m, 2H), 2.82 (m, 2H), 3.05-3.45 (m, 4H), 3.60-3.90 (m, 2H), 3.77 (s, 3H), 6.80 (d, 1H), 6.87 (d, 1H), 7.13 (t, 1H), 7.31 (m, 2H), 8.00 (m, 2H), 8.98 (m, 1H).

Sources & evidence

ORD record
ord-dcf5e21a6d064e0a8bf2d14f0c33d0b5
Source dataset
uspto-grants-1991_09
Patent number
US05049564

Reaction notes

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