Methanol → HCID 118184922, compound

HRID 2177413Notes

Reaction equation

HRID 2177413 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]2[C:11]([CH2:12][O:13][C:14]3[C:19]([F:20])=[CH:18][C:17]([CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:16][C:15]=3[F:28])=[C:10]([C:29]([F:32])([F:31])[F:30])[S:9][N:8]=2)=[N:4][CH:3]=1.[CH3:33][OH:34]>>[Cl:1][C:2]1[S:6][C:5]([C:7]2[C:11]([CH2:12][O:13][C:14]3[C:15]([F:28])=[CH:16][C:17]([CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:18][C:19]=3[F:20])=[C:10]([C:29]([F:32])([F:31])[F:30])[S:9][N:8]=2)=[N:4][CH:3]=1.[F:28][C:15]1[CH:16]=[C:17]([CH2:21][CH2:22][C:23]([OH:25])=[O:24])[CH:18]=[C:19]([F:20])[C:14]=1[O:13][CH2:12][C:11]1[C:7]([C:5]2[S:6][C:2]([O:34][CH3:33])=[CH:3][N:4]=2)=[N:8][S:9][C:10]=1[C:29]([F:32])([F:31])[F:30]

Participants

4

Reactant 2

HCID 887MethanolHCID 118184922HCID 118184922, compound

Product 2

HCID 118184922HCID 118184922, compoundHCID 118184941HCID 118184941, compound

Procedure

The title compound was prepared according to the procedure described in Example 1 Step 6 by hydrolysis of ethyl 3-(4-((3-(5-chlorothiazol-2-yl)-5-(trifluoromethyl)isothiazol-4-yl)methoxy)-3,5-difluorophenyl)propanoate in MeOH instead of THF to afford compound 267 as an off-white solid. 1H NMR (400 MHz, CDCl3) δ: 7.91 (s, 1H), 6.75 (d, J=8.0 Hz, 2H), 5.26 (s, 2H), 4.12 (s, 3H), 2.88 (t, J=6.8 Hz, 2H), 2.62 (t, J=6.0 Hz, 2H). Mass spectrum (ESI, m/z): Calcd. for C18H13F5N2O4S2, 481.0 (M+H). found 481.0.

Sources & evidence

ORD record
ord-540046159de54b0c9f043efdb150bfc7
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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