Potassium Bromide → HCID 22002372, compound

HRID 325095Notes

Reaction equation

COC1C=C(C=CC=1OC)C[NH:7][C:8]1[N:13]2[N:14]=[C:15]([C:17]3[O:18][CH:19]=[CH:20][CH:21]=3)[N:16]=[C:12]2[C:11]([C:22](=[O:25])[CH2:23][CH3:24])=[CH:10][N:9]=1.[K+].[Br-]>>[NH2:7][C:8]1[N:13]2[N:14]=[C:15]([C:17]3[O:18][CH:19]=[CH:20][CH:21]=3)[N:16]=[C:12]2[C:11]([C:22](=[O:25])[CH2:23][CH3:24])=[CH:10][N:9]=1

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 22002293HCID 22002293, compound

Product 1

HCID 22002372HCID 22002372, compound

Procedure

Compound 158 (338 mg, yield: 69%) was obtained as a white solid using 780 mg (1.91 mmol) of Compound 157 obtained in Example 157 by carrying out a procedure similar to that in Example 153. 1H NMR (δ ppm, DMSO-d6): 8.50 (s, 1H), 7.98 (dd, J=1.7 Hz, 0.7 Hz, 1H), 7.26 (d, J=3.3 Hz, 1H), 6.76-6.74 (m, 1H), 3.34-3.28 (m, 2H), 1.12 (t, J=6.9 Hz, 3H); Mass (m/z): 257 (M+); IR (KBr, cm−1): 3440, 3017, 1641, 1531, 1412, 1227; Melting point: 279.5-283.0° C.; Elemental analysis: C12H11N5O2 0.2EtOH; Found (%): C, 55.83, H, 4.40, N, 26.24; Calcd.(%): C, 55.89, H, 4.61, N, 26.28.

Sources & evidence

ORD record: ord-bebd22c9e4dd41babaff4031f8560ff7
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06222035B1

Reaction notes

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