(Bromomethyl)cyclobutane → HCID 66779432, compound

HRID 1907324Notes

Reaction equation

HRID 1907324 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]3[CH:13]=[C:14]4[C@:19]([C:21]([OH:23])=[O:22])([CH2:20][C:11]=3[CH:10]=[N:9]2)[CH2:18][N:17]([S:24]([C:27]2[CH:28]=[N:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=2)(=[O:26])=[O:25])[CH2:16][CH2:15]4)=[CH:4][CH:3]=1.[CH:35]1([CH2:39]Br)[CH2:38][CH2:37][CH2:36]1>>[CH:35]1([CH2:39][O:22][C:21]([C@@:19]23[CH2:18][N:17]([S:24]([C:27]4[CH:28]=[N:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=4)(=[O:25])=[O:26])[CH2:16][CH2:15][C:14]2=[CH:13][C:12]2[N:8]([C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=4)[N:9]=[CH:10][C:11]=2[CH2:20]3)=[O:23])[CH2:38][CH2:37][CH2:36]1

Participants

3

Reactant 2

HCID 2734658(Bromomethyl)cyclobutaneHCID 66779667HCID 66779667, compound

Product 1

HCID 66779432HCID 66779432, compound

Procedure

The title compound was prepared by the method of Preparation 54b using (R)-1-(4-fluorophenyl)-6-(6-methoxy pyridine-3-sulfonyl]-1,4,5,6,7,8-hexahydro-1,2,6-triaza-cyclopenta[b]naphthalene-4a-carboxylic acid and cyclobutylmethyl bromide. 1H NMR (400 MHz, CHCl3-d): δ 8.59 (d, 1H), 7.89 (dd, 1H), 7.45-7.37 (m, 3H), 7.16 (t, 2H), 6.84 (d, 1H), 6.42 (d, 1H), 4.40 (dd, 1H), 4.06 (dd, 2H), 4.01 (s, 3H), 3.89-3.81 (m, 1H), 3.28 (d, 1H), 2.88-2.81 (m, 1H), 2.58-2.51 (m, 4H), 2.03-1.92 (m, 2H), 1.79-1.70 (m, 4H).

Sources & evidence

ORD record
ord-de969cfe62cd4aa994882c95a28f9830
Source dataset
uspto-grants-2013_12
Patent number
US08598154B2

Reaction notes

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