HCID 69486753, compound → 8-Chloro-4-[3-(2-dimethylamino-6-methyl-pyrimidin-4-yl)-phenyl]-7-methyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498793Notes

Reaction equation

HRID 498793 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([Cl:15])=[CH:10][C:9]=1[NH2:16])(C)(C)C.C(O[C:23](=[O:43])[CH2:24][C:25]([C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([C:33]2[CH:38]=[C:37]([CH3:39])[N:36]=[C:35]([N:40]([CH3:42])[CH3:41])[N:34]=2)[CH:28]=1)=O)(C)(C)C>>[Cl:15][C:11]1[C:12]([CH3:14])=[CH:13][C:8]2[N:7]=[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([C:33]4[CH:38]=[C:37]([CH3:39])[N:36]=[C:35]([N:40]([CH3:41])[CH3:42])[N:34]=4)[CH:28]=3)[CH2:24][C:23](=[O:43])[NH:16][C:9]=2[CH:10]=1

Participants

3

Reactant 2

HCID 69486753HCID 69486753, compoundHCID 69486983tert-Butyl (2-amino-4-chloro-5-methylphenyl)carbamate

Product 1

HCID 223180068-Chloro-4-[3-(2-dimethylamino-6-methyl-pyrimidin-4-yl)-phenyl]-7-methyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Procedure

The title compound was prepared from (2-amino-4-chloro-5-methyl-phenyl)-carbamic acid tert-butyl ester (Example J22) (103 mg, 0.4 mmol) and 3-[3-(2-dimethylamino-6-methyl-pyrimidin-4-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester (Example K49) (171 mg, 0.48 mmol) according to the general procedure M and subsequent treatment of the crude product according to the general procedure N. Obtained as a light yellow solid (133 mg).

Sources & evidence

ORD record
ord-78d40f3070ef4f00a81a372dded924fb
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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