Potassium Bromide → HCID 22280210, compound

HRID 1063718Notes

Reaction equation

C[O:2][C:3](=[O:35])[CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([S:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]([CH3:34])([CH3:33])[CH3:32])=[CH:27][CH:26]=3)=[CH:19][CH:18]=2)=[C:11]2[C:7]=1[CH2:8][CH2:9][CH2:10]2.[K+].[Br-]>>[C:31]([C:28]1[CH:27]=[CH:26][C:25]([CH2:24][O:23][C:20]2[CH:21]=[CH:22][C:17]([CH2:16][S:15][C:12]3[CH:13]=[CH:14][C:6]([O:5][CH2:4][C:3]([OH:35])=[O:2])=[C:7]4[C:11]=3[CH2:10][CH2:9][CH2:8]4)=[CH:18][CH:19]=2)=[CH:30][CH:29]=1)([CH3:34])([CH3:32])[CH3:33]

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 20827089HCID 20827089, compound

Product 1

HCID 22280210HCID 22280210, compound

Procedure

The title compound was prepared in the manner analogous to Example 1 using 67A. mp 152-153° C.; IR (KBr) cm−1: 3134, 3032, 1745, 1708, 1473, 1228; 400 MHz 1H NMR (DMSO-d6): δ 12.94 (br(s), 1H), 7.25-7.39 (m, 4H), 7.01-7.14 (m, 3H) 6.80-6.89 (m, 2H), 6.57 (d, 1H, J=8.5 Hz), 4.97 (s, 2H), 4.61 (s, 2H), 3.93 (s, 2H), 2.75 (t, 2H, J=7.5 Hz), 2.67 (t, 2H, J=7.5 Hz), 1.89 (pentet, 2H), 1.22 (s, 9H); MS m/z 475 (M−1). Anal. Calc'd for C29H32O4S: C, 73.08; H, 6.77. found: C, 72.97; H, 6.84.

Sources & evidence

ORD record: ord-c215bd19767a47fcb4af38e8c2657d9c
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06964983B2

Reaction notes

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