HCID 68953317, compound → Methyl 5-(4-Fluorobenzyl)-3-hydroxy-4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate

HRID 1453870Notes

Reaction equation

HRID 1453870 reaction equation
C([O:8][C:9]1[C:10]([C:28]([O:30][CH3:31])=[O:29])=[N:11][N:12]2[CH2:18][CH2:17][CH2:16][N:15]([CH2:19][C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)[C:14](=[O:27])[C:13]=12)C1C=CC=CC=1>C(O)(=O)C>[F:26][C:23]1[CH:22]=[CH:21][C:20]([CH2:19][N:15]2[CH2:16][CH2:17][CH2:18][N:12]3[N:11]=[C:10]([C:28]([O:30][CH3:31])=[O:29])[C:9]([OH:8])=[C:13]3[C:14]2=[O:27])=[CH:25][CH:24]=1

Participants

3

Reactant 1

HCID 68953317HCID 68953317, compound

Product 1

HCID 54706428Methyl 5-(4-Fluorobenzyl)-3-hydroxy-4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidCatalyst

Procedure

The title compound was prepared from methyl 3-benzyloxy-5-(4-fluorobenzyl)-4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate using a hydrogenation procedure similar to that found in Example 1, Step 5, except that the mixture was treated with acetic acid (3 drops) and the reaction time totaled 2 hours. 1H NMR (400 MHz, CD3OD) δ 7.42-7.38 (m, 2H), 7.10-7.06 (m, 2M), 4.75 (s, 2H), 4.40-4.36 (t, 2H), 3.89 (s, 3H), 3.56-3.53 (m, 2H), 2.22-2.16 (m, 2H); ES MS (M+1)=334.

Sources & evidence

ORD record
ord-a368f1faea2f48c39b6d89bc3a50d274
Source dataset
uspto-grants-2009_01
Patent number
US07476666B2

Reaction notes

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