(2-Amino-4-pyrrol-1-yl-phenyl)-carbamic acid tert-butyl ester → 4-[3-(6-Methyl-pyridin-3-yl)-phenyl]-8-pyrrol-1-yl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 1767600Notes

Reaction equation

HRID 1767600 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH:18]=[CH:17][CH:16]=[CH:15]2)=[CH:10][C:9]=1[NH2:19])(C)(C)C.C(O[C:26](=[O:43])[CH2:27][C:28]([C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([C:36]2[CH:37]=[N:38][C:39]([CH3:42])=[CH:40][CH:41]=2)[CH:31]=1)=O)(C)(C)C>>[CH3:42][C:39]1[N:38]=[CH:37][C:36]([C:32]2[CH:31]=[C:30]([C:28]3[CH2:27][C:26](=[O:43])[NH:19][C:9]4[CH:10]=[C:11]([N:14]5[CH:18]=[CH:17][CH:16]=[CH:15]5)[CH:12]=[CH:13][C:8]=4[N:7]=3)[CH:35]=[CH:34][CH:33]=2)=[CH:41][CH:40]=1

Participants

3

Reactant 2

HCID 69488996(2-Amino-4-pyrrol-1-yl-phenyl)-carbamic acid tert-butyl esterHCID 694893863-[3-(6-Methyl-pyridin-3-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester

Product 1

HCID 223178734-[3-(6-Methyl-pyridin-3-yl)-phenyl]-8-pyrrol-1-yl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Procedure

Compound 40 was prepared from (2-amino-4-pyrrol-1-yl-phenyl)-carbamic acid tert-butyl ester (J16) (273 mg, 1 mmol) and 3-[3-(6-methyl-pyridin-3-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester (K3) (311 mg, 1 mmol) according to the general procedure M and subsequent treatment of the crude product according to the general procedure N. Obtained as a yellow solid (195 mg). MS (ISP) 393.2 [(M+H)+]; mp 213–214° C.

Sources & evidence

ORD record
ord-b1f3fc1b9ddc4615911554904b8c557b
Source dataset
uspto-grants-2007_06
Patent number
US07235547B2

Reaction notes

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