HCID 86646764, compound → HCID 86646765, compound

HRID 404584Notes

Reaction equation

HRID 404584 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH:17]2[CH2:19][O:18]2)[CH2:11][CH2:10]1.[N:20](CC(O)CCN1CCN(C2C=CC=C(Cl)C=2Cl)CC1)=[N+:21]=[N-:22]>>[N:20]([CH2:19][CH:17]([OH:18])[CH2:16][CH2:15][N:12]1[CH2:13][CH2:14][N:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[CH2:10][CH2:11]1)=[N+:21]=[N-:22]

Participants

3

Reactant 2

HCID 86646764HCID 86646764, compoundHCID 86646766HCID 86646766, compound

Product 1

HCID 86646765HCID 86646765, compoundYield 15%

Procedure

Prepared from 28b in a similar fashion as described above for 29a. Yield: 15%, 1H NMR (CDCl3): δ 1.55 (ddd, J 14.6, 6.7, 3.6, 1H), 1.80 (m, 1H), 2.62 (s, 2H), 2.74 (m, 2H), 2.89 (s, 2H), 3.09 (s, 4H), 3.24 (dd, J 11.6, 4.1, 1H), 3.29 (dd, J 11.6, 4.9, 1H), 3.86 (s, 3H), 4.03 (dtd, J 9.8, 5.5, 2.5, 1H), 6.86 (d, J 8.0, 1H), 6.89-6.95 (m, 2H), 7.01 (ddd, J 8.0, 5.1, 4.1, 1H), 13C NMR (CDCl3): δ 28.4, 50.7, 53.5, 53.5, 55.4, 56.6, 57.4, 73.0, 111.2, 118.3, 121.1, 123.2, 140.9, 152.3.

Sources & evidence

ORD record
ord-ad434628cf6140fba8e1471735920d11
Source dataset
uspto-grants-2014_06
Patent number
US08748608B2

Reaction notes

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