Hydrochloric Acid → HCID 21425307, compound

HRID 259043Notes

Reaction equation

HRID 259043 reaction equation
CNC.[CH:4]([NH:7][C:8]([C:10]1([CH3:23])[C:15]2=[CH:16][CH:17]=[CH:18][N:14]2[C:13]2[CH:19]=[CH:20][CH:21]=[CH:22][C:12]=2[O:11]1)=O)([CH3:6])[CH3:5].O1C2C=CC=C[C:28]=2[N:27]([C:34](N)=O)[CH:26]=C1.Cl>>[CH3:26][N:27]([CH2:34][C:18]1[N:14]2[C:15]([C:10]([CH2:8][NH:7][CH:4]([CH3:6])[CH3:5])([CH3:23])[O:11][C:12]3[CH:22]=[CH:21][CH:20]=[CH:19][C:13]=32)=[CH:16][CH:17]=1)[CH3:28]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 21425314HCID 21425314, compoundHCID 86734936HCID 86734936, compound

Product 1

HCID 21425307HCID 21425307, compound

Procedure

Alternatively, the procedure of this Example is followed to prepare compounds of formula 3 in which R2 is CH2NR4R5 in which R4 and R5 are as defined herein and A is COOR6 or CONR4R5 in which R4, R5 or R6 are as defined herein. For example, by using dimethylamine (40% aqueous solution) as the base and N-isopropyl-4-methyl-4H-pyrrolo[2,1-c][1,4]benzoxazine-4-carboxamide, described in Example 15, 1-[(dimethylamino)methyl]-N-isopropyl-4-methyl-4H-pyrrolo-2,1-c][1,4]benzoxazine-4-carboxamide, nmr (CDCl3) δ 1.02 and 1.16 (2 xd, J = 7Hz, 6H), 1.75 (s, 3H), 2.70 (d, J = 4Hz, 6H), is obtained. [The corresponding hydrochloric acid addition salt of the latter compound has m.p. 125° - 127° C). Reduction of the latter compound according to the procedure of Example 42 yields 1-[(dimethylamino)-methyl]-4-[(isopropylamino)methyl]-4-methyl-4H-pyrrolo[2,1-c][1,4]-benzoxazine.

Workup

  1. customis obtained

Sources & evidence

ORD record
ord-5e78dc932f35451bb0ecff3dc8fc296b
Source dataset
uspto-grants-1977_07
Patent number
US04035495

Reaction notes

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