Hello Ian,
Thank you for your reply.
I get the following from the exim mainlog....
2024-02-22 18:32:54.272 [42047] 1rdKQn-000AwA-Mt ** ericnk321@???
F=<noal@???> P=<noal@???> R=smarthost
T=remote_smtp_smarthost H=smtp-relay.brevo.com [1.179.119.1]:587
I=[10.32.0.41]:33824
X=TLS1.3:ECDHE_X25519__RSA_PSS_RSAE_SHA256__AES_128_GCM:128 CV=yes
DN="CN=*.brevo.com": SMTP error from remote mail server after pipelined
end of data: 502 5.7.0 Please authenticate first DT=0.240s
Below is a communication log directly from the command-line....
exim -v ericnk321@???
From: noal@???
Subject: SMTP Relay test
This is a test of a SMTP relay.
LOG: MAIN
<= root@??? U=root P=local S=356 M8S=0 RT=23s
id*=E1rdKtc-000BJx-3F@???
root@mail:/etc/exim4# delivering 1rdKtc-000BJx-3F
R: smarthost for ericnk321@???
T: remote_smtp_smarthost for ericnk321@???
Transport port=25 replaced by host-specific port=587
Connecting to smtp-relay.brevo.com [1.179.119.1]:587 ... TFO mode
sendto, no data: EINPROGRESS
connected
SMTP<< 220 smtp-relay.brevo.com ESMTP Service Ready
SMTP>> EHLO mail.noalmusic.com
SMTP<< 250-Hello mail.noalmusic.com
250-PIPELINING
250-8BITMIME
250-ENHANCEDSTATUSCODES
250-CHUNKING
250-STARTTLS
250-AUTH PLAIN LOGIN CRAM-MD5
250 SIZE 20971520
SMTP>> STARTTLS
SMTP<< 220 2.0.0 Ready to start TLS
SMTP>> EHLO mail.noalmusic.com
SMTP<< 250-Hello mail.noalmusic.com
250-PIPELINING
250-8BITMIME
250-ENHANCEDSTATUSCODES
250-CHUNKING
250-AUTH CRAM-MD5 PLAIN LOGIN
250 SIZE 20971520
SMTP|> MAIL FROM:<root@???> SIZE=1390
SMTP|> RCPT TO:<ericnk321@???>
will write message using CHUNKING
SMTP+> BDAT 367 LAST
SMTP>> QUIT
SMTP<< 502 5.7.0 Please authenticate first
SMTP<< 502 5.5.1 Missing MAIL FROM command.
SMTP<< 502 5.5.1 Missing RCPT TO command.
SMTP(close)>>
LOG: MAIN
** ericnk321@??? F=<root@???> P=<root@???>
R=smarthost T=remote_smtp_smarthost H=smtp-relay.brevo.com
[1.179.119.1]:587 I=[10.32.0.41]:52460
X=TLS1.3:ECDHE_X25519__RSA_PSS_RSAE_SHA256__AES_128_GCM:128 CV=yes
DN="CN=*.brevo.com": SMTP error from remote mail server after pipelined
end of data: 502 5.7.0 Please authenticate first DT=0.253s
LOG: MAIN
<= <> R=1rdKtc-000BJx-3F U=Debian-exim P=local S=1849 M8S=0 RT=0.019s
id*=E1rdKu0-000BK1-Eg@???
It looks like the authentication methods are CRAM-MD5 PLAIN LOGIN. Any
ideas?
On 2/21/2024 9:33 PM, Ian Z via Exim-users wrote:
> I should have asked what auth mechanisms you see in the relay EHLO
> response? A good way to test this (or any issue with SMTP
> communication in fact) is with the swaks tool.
>
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