Ammonia → HCID 19379105, compound

HRID 2210610Notes

Reaction equation

HRID 2210610 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]2[N:11]3[CH:12]=[CH:13][C:14]([C:15]([C:17]4[C:25]5[C:20](=[CH:21][C:22]([C:26]6[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=6)=[CH:23][CH:24]=5)[N:19]([CH2:33][C:34]([O:36]CC)=[O:35])[CH:18]=4)=[O:16])=[C:10]3[CH2:9][S:8]2)[CH:2]=1.S1C=CC=N1.N>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]2[N:11]3[CH:12]=[CH:13][C:14]([C:15]([C:17]4[C:25]5[C:20](=[CH:21][C:22]([C:26]6[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=6)=[CH:23][CH:24]=5)[N:19]([CH2:33][C:34]([OH:36])=[O:35])[CH:18]=4)=[O:16])=[C:10]3[CH2:9][S:8]2)[CH:2]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 67515IsothiazoleHCID 19379104HCID 19379104, compound

Product 1

HCID 19379105HCID 19379105, compound

Procedure

The desired compound was prepared according to the method of Example 49, step 2except substituting 3-(pyridin-3-yl)-7-[1-carboethoxymethyl-6-(4-fluorophenyl)indol-3-ylcarbonyl]-1H,3H-pyrrolo[1,2-c]thiazole, prepared in step 1, for 3-(Pyridin-3-yl)-7-[1-(2-carbomethoxyethyl)-6-(4-fluorophenyl)indol-3-ylcarbonyl]-1H,3H-pyrrolo[1,2-thiazole, m.p. 240°-249° C. 1H NMR (DMSO-d6, 300 MHz) δ4.45 (d, 1H, J=1.5 Hz), 4.65 (dd, 1H, J=1.5, 0.3 Hz), 4.84 (s, 2H), 6.7 (d, 1H, J=0.3 Hz), 6.78 (s, 1H), 6.87 (d, 1H, J=0.3 Hz), 7.3 (t, 2H, J=0.9, 1.5 Hz), 7.4-7.5 (m, 2H), 7.6-7.8 (m, 4H), 8.25-8.33 (m, 2H), 8.5-8.6 (m, 2H), MS (DCI/NH3) m/e 498 (M+H)+.

Sources & evidence

ORD record
ord-db669bae2e0e4e3ca425642977808c1c
Source dataset
uspto-grants-1995_10
Patent number
US05459152

Reaction notes

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