HCID 11234748, compound → HCID 10223603, compound

HRID 1064767Notes

Reaction equation

HRID 1064767 reaction equation
CON(C)[C:4](=[O:28])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]2[CH:12]=[CH:13][C:14]3[O:18][C:17]([CH2:19][CH2:20][N:21]4[CH2:25][CH2:24][CH2:23][C@H:22]4[CH3:26])=[CH:16][C:15]=3[CH:27]=2)[CH:6]=1.[S:30]1[CH:34]=[CH:33][CH:32]=[C:31]1[Li]>>[CH3:26][C@@H:22]1[CH2:23][CH2:24][CH2:25][N:21]1[CH2:20][CH2:19][C:17]1[O:18][C:14]2[CH:13]=[CH:12][C:11]([C:7]3[CH:6]=[C:5]([C:4]([C:31]4[S:30][CH:34]=[CH:33][CH:32]=4)=[O:28])[CH:10]=[CH:9][CH:8]=3)=[CH:27][C:15]=2[CH:16]=1

Participants

3

Reactant 2

HCID 11234748HCID 11234748, compoundHCID 178418439HCID 178418439, compound

Product 1

HCID 10223603HCID 10223603, compoundYield 53%

Procedure

The product from Example 145 and 2-thienyllithium were processed as described in Example 146 to provide the title compound (53% yield). MS (ESI APCI) m/z 416 (M+H)+; 1HNMR (300 MHz, CD3OD) δ 1.18 (d, 3 H), 1.38-1.53 (m, 1 H), 1.73-1.86 (m, 2 H), 1.95-2.08 (m, 1 H), 2.24-2.36 (m, 1 H), 2.42-2.61 (m, 2 H), 2.95-3.15 (m, 2 H), 3.19-3.34 (m, 2 H), 6.63 (d, 1 H), 7.27 (d, 1 H), 7.48-7.57 (m, 2 H), 7.63 (dd, 1 H), 7.76-7.84 (m, 3 H), 7.90-7.98 (m, 2 H), 8.07 (dd, 1 H).

Sources & evidence

ORD record
ord-b8799451eb574b8987d4d4d9705d1b27
Source dataset
uspto-grants-2005_11
Patent number
US06969730B2

Reaction notes

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