1,2-Dichloroethane → HCID 14208210, compound

HRID 1084543Notes

Reaction equation

HRID 1084543 reaction equation
[NH2:1][CH:2]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[F:15])[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[NH:4][C:3]1=[O:20].[O:21]1[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[CH:23]=[C:22]1[C:30](O)=[O:31].C(Cl)CCl.C(N(CC)CC)C>C(Cl)Cl>[F:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[C:7]1[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[NH:4][C:3](=[O:20])[CH:2]([NH:1][C:30]([C:22]2[O:21][C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=3[CH:23]=2)=[O:31])[N:8]=1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 10331Benzofuran-2-carboxylic acidHCID 156371501,3-dihydro-5-(2-fluorophenyl)-3-amino-2H-1,4-benzodiazepin-2-one

Product 1

HCID 14208210HCID 14208210, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

3-(RS)-Amino-1,3-dihydro-5-(2-fluorophenyl)-2H-1,4-benzodiazepin-2-one (80 mg, 0.297 mmol), benzofuran-2-carboxylic acid (48 mg, 0.297 mmol), and EDC (56.9 mg, 0.297 mmol) were combined in CH2Cl2 (3 ml) and the pH adjusted to 9.5 with triethylamine (41 μl, 0.297 mmol). After stirring 30 minutes at 25° C., the reaction was concentrated and chromatographed on silica gel (3% MeOH in CH2Cl2) to give the title compound as a white solid from CH2Cl2 /Et2O: (m.p. 289°-291°).

Workup

  1. concentrationthe reaction was concentrated
  2. customchromatographed on silica gel (3% MeOH in CH2Cl2)

Sources & evidence

ORD record
ord-2a10c50a6cdd4f61b65f09def72beafa
Source dataset
uspto-grants-1991_04
Patent number
US05004741

Reaction notes

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