Ammonium Hydroxide → HCID 178457330, compound
Reaction equation
Cl.Cl[C:3]1[N:16]2[C:7](=[N:8][C:9]3[C:14]([C:15]2=[O:17])=[C:13]([F:18])[CH:12]=[CH:11][CH:10]=3)[C:6]2[CH:19]=[CH:20][N:21](S(C3C=CC(C)=CC=3)(=O)=O)[C:5]=2[N:4]=1.[OH-].[NH4+:33].[CH3:34][O:35][C:36]1[CH:37]=[C:38]2[C:42](=[CH:43][C:44]=1[NH2:45])[N:41]([C:46](=[O:53])[CH2:47][N:48]([CH3:52])[CH2:49][CH2:50][CH3:51])[CH2:40][CH2:39]2>>[F:18][C:13]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:8][C:7]2[N:16]=[C:3]([NH:45][C:44]3[CH:43]=[C:42]4[C:38]([CH2:39][CH2:40][N:41]4[C:46](=[O:53])[CH2:47][N:48]([CH3:52])[CH2:49][CH2:50][CH3:51])=[CH:37][C:36]=3[O:35][CH3:34])[NH:4][C:5]3=[N:21][CH:20]=[CH:19][C:6]=23)[C:14]=1[C:15]([NH2:33])=[O:17]Participants
Procedure
In a manner analogous to that described for Example 165, 5-chloro-8-fluoro-3-[(4-methylphenyl)sulfonyl]pyrrolo[2′,3′:4,5]pyrimido[6,1-b]quinazolin-7(3H)-one hydrogen chloride (0.40 g, 0.90 mmol), 27% aqueous ammonium hydroxide, and 5-(methyloxy)-1-{[methyl(propyl)amino]acetyl}-2,3-dihydro-1H-indol-6-amine (0.30 g, 1.1 mmol) and isolated as a yellow solid (0.13 g); 1H NMR (400 MHz, DMSO-d6) δ ppm 0.81 (t, J=7.33 Hz, 3 H), 1.41 (q, J=7.14 Hz, 2H),2.20 (s, 3 H), 2.34 (t, J=7.05 Hz, 2H),3.09 (t, J=8.06 Hz, 2 H), 3.21 (s, 2H), 3.74 (s, 3 H), 4.18 (t, J=8.24 Hz, 2 H), 6.20 (s,1 H), 6.86 (t, J=9.61 Hz, 1H), 6.93 (s, 2H),7.30 (m, 1 H), 7.58 (s, 1H), 8.00 (s,1H), 8.09 (s,1H),8.51 (d, J=8.42 Hz, 1H), 8.59 (s, 1 H), 10.53 (s, 1 H), 11.28 (s, 1 H); ESIMS (M+H)+=547.
Sources & evidence
- ORD record
- ord-4ca319d7fa4e48cfa5993a95616320d1
- Source dataset
- uspto-grants-2011_07
- Patent number
- US07981903B2
Reaction notes
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