N,N-Dimethylglycine hydrochloride → HCID 57137629, compound

HRID 1780224Notes

Reaction equation

HRID 1780224 reaction equation
C([O:5][C:6]([NH:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13]([C:18]([N:20]1[C:31]3[C:23](=[C:24]4[C:28](=[C:29]([OH:32])[CH:30]=3)[NH:27][C:26]([C:33]([F:36])([F:35])[F:34])=[C:25]4[C:37]([O:39][CH3:40])=[O:38])[C@H:22]([CH2:41][Cl:42])[CH2:21]1)=[O:19])=[CH:12]2)=O)(C)(C)C.Cl.[CH3:44][N:45]([CH3:50])[CH2:46]C(O)=O>>[Cl:42][CH2:41][C@H:22]1[C:23]2=[C:24]3[C:28](=[C:29]([OH:32])[CH:30]=[C:31]2[N:20]([C:18]([C:13]2[NH:14][C:15]4[C:11]([CH:12]=2)=[CH:10][C:9]([NH:8][C:6]([CH2:44][N:45]([CH3:50])[CH3:46])=[O:5])=[CH:17][CH:16]=4)=[O:19])[CH2:21]1)[NH:27][C:26]([C:33]([F:34])([F:36])[F:35])=[C:25]3[C:37]([O:39][CH3:40])=[O:38]

Participants

3

Reactant 2

HCID 75605N,N-Dimethylglycine hydrochlorideHCID 86750816HCID 86750816, compound

Product 1

HCID 57137629HCID 57137629, compound

Procedure

Methyl (1S)-1-chloromethyl-3-[5 (dimethylaminomethylcarbonyl)amino-1H-indol-2-ylcarbonyl]-5-hydroxy-7-trifluoromethyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-8-carboxylate was prepared from 12.1 mg (20 μmol) of methyl (1S)-3-[5-(t-butoxycarbonyl)amino-1H-indol-2-ylcarbonyl]-1-chloromethyl-5-hydroxy-7-trifluoromethyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-8-carboxylate and 2.8 mg (20 μmol) of N, N-dimethylglycine hydrochloride in the same manner as in Example 6 in a yield of 7.8 mg (66%).

Sources & evidence

ORD record
ord-423e8d5eb1ef453cb6085ab0d4d140a9
Source dataset
uspto-grants-1997_05
Patent number
US05629430

Reaction notes

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