Hydrochloric Acid → HCID 10366546, compound

HRID 2373478Notes

Reaction equation

HRID 2373478 reaction equation
O[CH2:2][C:3]1[N:4]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:5]2[C:10]([C:11]=1[C:12](=[O:16])[C:13]([OH:15])=[O:14])=[CH:9][C:8]([C:17]1[CH:22]=[CH:21][C:20]([O:23][C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=1)=[CH:7][CH:6]=2.[K].Cl>>[CH2:28]([N:4]1[C:5]2[C:10](=[CH:9][C:8]([C:17]3[CH:22]=[CH:21][C:20]([O:23][C:24]([F:26])([F:25])[F:27])=[CH:19][CH:18]=3)=[CH:7][CH:6]=2)[C:11]2[C:12](=[O:16])[C:13](=[O:14])[O:15][CH2:2][C:3]1=2)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 5462222PotassiumHCID 10140020HCID 10140020, compound

Product 1

HCID 10366546HCID 10366546, compound

Procedure

The title compound was prepared from {2-(Hydroxymethyl)-1-benzyl-5-[4-(trifluoromethoxy)phenyl]-1H-indol-3-yl}(oxo)acetic acid, potassium salt and aqueous HCl in substantially the same manner, as described in step 7 of Example 1. The product was obtained as an off-white solid; mp: 239-240° C. Mass spectrum (ESI, [M+H]+) m/z 452. 1H NMR (400 MHz, DMSO-d6) δ 8.24 (s, 1H), 7.81 (dd, 2H, J=8.86 and 2.14 Hz), 7.74 (d, 1H, J=8.56 Hz), 7.68 (dd, 1H, J=8.54 and 1.83 Hz), 7.46 (d, 2H, J=7.94 Hz), 7.37-7.26 (m, 5H,), 5.93 (s, 2H), and 5.56 ppm (s, 2H).

Workup

  1. customThe product was obtained as an off-white solid

Sources & evidence

ORD record
ord-c4af1579b39e462bbe2cb5f15cbd39bb
Source dataset
uspto-grants-2008_12
Patent number
US07459478B2

Reaction notes

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