Hydrazine hydrate (1:1) → HCID 68514909, compound

HRID 1876232Notes

Reaction equation

HRID 1876232 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:11]([CH3:34])[C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=[C:14]([CH2:22][N:23]3C(=O)C4C(=CC=CC=4)C3=O)[N:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][CH3:10].O.NN>>[ClH:1].[ClH:1].[NH2:23][CH2:22][C:14]1[N:13]=[C:12]([N:11]([C:4]2[CH:5]=[CH:6][C:7]([O:8][CH2:9][CH3:10])=[C:2]([Cl:1])[CH:3]=2)[CH3:34])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]=1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59242044HCID 59242044, compound

Product 1

HCID 68514909HCID 68514909, compound

Procedure

The title compound was synthesized as a pale yellow-green solid (83 mg; 91%) in a manner analogous to that found in Example 254 from 2-{4-[(3-chloro-4-ethoxy-phenyl)-methyl-amino]-quinazolin-2-ylmethyl}-isoindole-1,3-dione (104 mg, 0.220 mmol) and hydrazine monohydrate (85 μL, 1.8 mmol). 1H NMR (DMSO-d6) δ 8.62 (m(br), 3H), 7.87 (m, 1H), 7.81 (m, 1H), 7.64 (m, 1H), 7.35-7.28 (m, 2H), 7.25 (d, J=8.8 Hz, 1H), 6.96 (d, J=8.8 Hz, 1H), 4.36 (m, 2H), 4.17 (q, J=6.9 Hz, 2H), 3.69 (s, 3H), 1.39 (t, J=6.8 Hz, 3H); LC-MS (ESI+; 343 ([M+H]+)).

Sources & evidence

ORD record
ord-afe0e985282e4511bcbc7ecc9c1d1371
Source dataset
uspto-grants-2012_11
Patent number
US08309562B2

Reaction notes

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