Ammonia → HCID 19379115, compound

HRID 2210609Notes

Reaction equation

HRID 2210609 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)[NH:19][CH:18]=4)=[O:16])=[C:10]3[CH2:9][S:8]2)[CH:2]=1.N1C=CC=C(C2N3C=CC(C(C4C5C(=CC([O:58][CH2:59]C6C=CC=CC=6)=CC=5)NC=4)=O)=C3CS2)C=1.[NH3:66]>>[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]([C:59](=[O:58])[NH2:66])[CH:18]=4)=[O:16])=[C:10]3[CH2:9][S:8]2)[CH:2]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 10717912HCID 10717912, compoundHCID 15292729HCID 15292729, compound

Product 1

HCID 19379115HCID 19379115, compound

Procedure

The title compound was prepared by the procedure described in Example 37 using 3(-pyridin-3-yl)-7-[6-(4-fluorophenyl)indol-3-ylcarbonyl]-1H,3H-pyrrolo[1,2-c]thiazole, prepared as in Example 28, instead of 3-(Pyridin-3-yl)-7-(6-phenylmethoxyindol-3-yl)carbonyl-1H,3H-pyrrolo[1,2-c]thiazole. 1H NMR (DMSO-d6, 300 MHz) δ4.50 (d, 1H, J=15 Hz), 4.68 (dd, 1H, J=2, 15 Hz), 6.78 (d, 1H, J=3 Hz), 6.81 (s, 1H), 7.05 (d, 1H, J=3 Hz), 7.32 (t, 2H, J=9 Hz), 7.45 (dd, 1H, J=5, 8 Hz), 7.61 (dd, 1H, J=1, 9 Hz), 7.66-7.77 (m, 3H), 8.00 (bs, 2H), 8.30 (d, 1H, J=9 Hz), 8.53- 8.60 (m, 4H), MS (DCI/NH3) m/e 483 (M+H)+, 440. Anal calcd for C27H19FN4O2S: C, 67.21; H, 3.97; N, 11.61. Found: C, 66.92; H, 3.88; N, 11.44.

Sources & evidence

ORD record
ord-9543119a918341e3a01c255d3e9ec525
Source dataset
uspto-grants-1995_10
Patent number
US05459152

Reaction notes

Loading…