1,2-Dichloroethane → HCID 54042303, compound

HRID 373113Notes

Reaction equation

HRID 373113 reaction equation
[C:1]([N:8]1[C@@H:20]([C:21]([OH:23])=O)[CH2:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[NH:11][C:10]=2[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[NH2:24][CH:25]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(Cl)CCl.C(N(CC)CC)C>CN(C=O)C>[C:4]([O:3][C:1]([N:8]1[C@@H:20]([C:21](=[O:23])[NH:24][CH:25]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[NH:11][C:10]=2[CH2:9]1)=[O:2])([CH3:5])([CH3:7])[CH3:6]

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 7036BenzhydrylamineHCID 8471TriethylamineHCID 1268156HCID 1268156, compound

Product 1

HCID 54042303HCID 54042303, compoundYield 91.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.58 g (3R)-2-BOC-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid, 0.915 g aminodiphenylmethane, 1.01 g EDC, and 0.709 g HBT are dissolved together in 6 ml DMF and 0.53 g triethylamine is added. The mixture is stirred at room temperature overnight and worked as in Example 5A to give 2.20 g (3R)-2-tert-butoxycarbonyl-3-diphenylmethylcarbamoyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole.

Sources & evidence

ORD record
ord-ec4c647b869d4e78953fe78d42c37751
Source dataset
uspto-grants-1992_11
Patent number
US05162336

Reaction notes

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