Ethyl chloroformate → HCID 86734119, compound

HRID 1729720Notes

Reaction equation

HRID 1729720 reaction equation
[CH3:1][N:2](C)[CH2:3][CH2:4][C:5]1[N:13]2[C:14]3[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=3[CH2:16][CH2:17][C:11]3=[C:12]2[C:7](=[CH:8][CH:9]=[CH:10]3)[C:6]=1[CH3:22].[Na].N.ClC(OCC)=O>>[CH3:22][C@@H:6]1[C:7]2[C:12]3=[C:11]([CH:10]=[CH:9][CH:8]=2)[CH2:17][CH2:16][C:15]2[CH:18]=[CH:19][CH:20]=[CH:21][C:14]=2[N:13]3[C@H:5]1[CH2:4][CH2:3][NH:2][CH3:1]

Participants

4

Reactant 3

HCID 10928Ethyl chloroformateHCID 42402Indolo(1,7-ab)(1)benzazepine-1-ethanamine, 6,7-dihydro-N,N,2-trimethyl-HCID 86667330HCID 86667330, compound

Product 1

HCID 86734119HCID 86734119, compound

Procedure

The 1-(2-dimethylaminoethyl)-6,7-dihydro-2-methylindolo[1,7-ab][1]benzazepine obtained according to part A of this Example could be reduced using sodium/ammonia and demethylated using ethyl chloroformate/alkali in either sequence to yield the trans-1,2,6,7-tetrahydro-2-methyl-1-(2-methylaminoethyl)-indolo[1,7-ab][1]benzazepine [boiling point 144°-152° C/10-4 to 10-5 mm Hg] in the same manner as described in part B of Example 2. The hydrochloride melted at 198°-200° C.

Sources & evidence

ORD record
ord-80d7b7c9c6cd4bc29c5b5ac5c56be542
Source dataset
uspto-grants-1976_11
Patent number
US03989717

Reaction notes

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